A complete founders’ guide to raising a successful angel round
Bonus: Get the list of 300+ top angels in the tech industry from around the world
If raising angel investment is a founder’s dream, the process of raising it is definitely their nightmare.
In this guide, our CEO Ankit Pansari breaks down the steps that led to OSlash's seed round.
Learn how to reach out to top angels and structure your round successfully.
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Introduction
In November 2021, OSlash announced a $2.5 million pre-seed round led by Accel. This was followed by our post-seed round to the tune of $5 million in March 2022.
The rounds saw participation from more than 50 angel investors and operators — the who’s who of business and technology — including Dylan Field (Figma), Akshay Kothari (Notion), Girish Mathrubootham (Freshworks), Olivier Pomel (Datadog), Nicolas Dessaigne (Algolia), Christian Oestlien (YouTube), Kunal Shah (CRED), and Cristina Cordova (First Round), among others.
How did we pull this off?
I put this guide together to answer exactly that question and to make the process of raising an angel round more transparent and easier to understand. I know what a struggle it can be to navigate obscure logistical and legal processes involved in fundraising. The lack of actionable resources for first-time founders only compounds the problem. This is a small attempt from me to solve it for you.
Unlike institutional investors such as Venture Capital (VCs), angels are individuals who take an interest in the startup at a very early stage, when the risks are still high and the fate of the startup is largely undecided. They can be the most crucial source of not just funding, but also provide an ecosystem of social and informational capital that helps a startup thrive.
If you are an early-stage founder looking to leverage the strengths of angels for your venture, this guide can prove extremely useful to you.
It comes with lessons from my personal, hands-on experience. Having conducted multiple private and group sessions for founders and VCs on how to structure a successful angel round prompted me to pen it all down for easy reference.
Let’s dive in!
What is covered in this guide?
Think of this guide as the ultimate playbook for raising money from angel investors. It will help you understand:
- Who are angel investors and how they can support your business
- How to set goals and structure a successful angel round
- How to reach out to angels
- What collaterals to prepare for your round
- How to close your round
- FAQs
What inspired this guide?
Fundraising is a double-edged sword for a startup founder.
On the one hand, it is everything you detest — tedious processes, heaps of paperwork, red tape, and bureaucracy. It eats up time you could be investing more fruitfully in building products, conducting market research, talking to your users, and scaling your business.
On the other hand, it is indispensable if you want to grow. The angel investors you get on your cap table will not just provide finances, but also lend a helping hand as you build your business from the ground up. I wrote this guide to clear the many misconceptions founders have when they think about raising an angel round.
Who is this guide for?
- This guide is for founders of technology companies, who are currently raising their seed round and would like to have angel investors participate or lead the round
- This guide will discuss in-depth how companies can raise a successful angel round from multiple angel investors
Who are angels and how can they help?
Ever wondered why they are called angels and not simply investors? It is because they bring in so much more than cash. They bring in kindness. They are ready to believe in your dream when few others do. And they are ready to put their money where their mouths are. They are your staunch supporters who want your business to succeed as much as you want it.
And how can they help? Well, most angels are themselves successful entrepreneurs, business leaders, innovators, and visionaries who want to help make the world a better place and give back to the community that supported and mentored them in need. They do this by:
- Backing your idea with much-needed finance
- Capitalizing on their vast networks and introducing you to the right connections. These could be additional investors, technical or business mentors, and coaches, great candidates you could hire, or even early customers for your pilots
- Providing a wealth of industry-specific knowledge and know-how gathered and embellished from years of personal and/or second-hand experience, especially if you are building a venture in a very regulated or vertical business
- Cheerleading you and lending crucial moral support and encouragement when plans go awry and you need to do some rethinking, make some adjustments, and pivot
Types of angel investors
There are different kinds of angel investors you can have on board, in order to maximize the utility and benefits you derive out of your angel round.
They include:
1. Fellow founders:
- They are angels who have built their own companies, often from scratch, going through each stage of the complex process. They can guide you through every aspect of founding a business and can be mentors and coaches to you
- Since they have faced similar challenges and navigated similar journeys, they are well-qualified to dispense relevant and actionable advice for your company. They can share the best playbook from their journey
- The only thing to keep in mind is that if they are very successful founders, they will not be able to dedicate too much time and energy to your company
- Ex - Dylan Field, CEO of Figma or Girish Mathrubootham, CEO of Freshworks.
2. Super angels:
- Also called archangels, super angels are extremely active investors who have a huge network of executives and advisors
- They have a knack for making money from their well-researched and often commercially successful investments in hundreds of companies
- Ex - Naval Ravikant, Brianne Kimmel
3. Domain experts:
- Angels, who can double up as domain experts, can be a valuable resource for know-how when you are building a deep tech company or going after a vertical industry such as healthcare, insurance, or construction
- There are some investors who have deep domain expertise in certain markets, such as NFX. The entire founding team is that of operators who have built and run marketplaces companies
- Ex - Lenny Rachitsky, Balaji S.
4. Operator angels:
- They are senior executives in the business such as product, engineering, or marketing leaders. It can be VP Engineering at a big tech company or a Marketing Director at a consumer goods conglomerate
- Ex - Shreyas Doshi, Cristina Cordova
What do angel investors look for in a startup?
Angel investors primarily look for a sweet spot based on many factors before investing in a startup. These include the nature of the business & the market, the founding team’s experience & expertise, and of course, the potential returns on their investment.
Here are a few criteria a startup should fulfill before approaching angel investors:
1. A strong management team: The first thing which any investor, angel or VC, looks for in the startup is the management team. Is the team passionate about the problem? How do the founding members know each other? How long have they been working on this problem? Is the leadership strong, adaptable, observant, and trustworthy? Qualities such as integrity, clarity of strategy and approach, professionalism, determination, self-belief, and belief in the venture are important to angel investors.
There are a lot of examples where the team has started with a product and has pivoted to something else, Twitter being one of the most famous ones. It started off as a messaging service before Jack Dorsey and team pivoted to Twitter.
2. A large market size: The second thing they look for is if the market is large enough. If it is, they know that there are going to be multiple companies, which will go after this market and someone is going to win. A good example is the food delivery business. People are going to order food.
But this is particularly relevant when angels are investing in a technical product, which may not be exactly like a consumer product, for which everyone just knows there's a market.
3. A convincing business plan: Angel investors will exercise due diligence and invest in only if they are convinced by the complete business plan, including analysis of the target market including competitors, financial projections, marketing plans, and other specifics. They want to see a fully sketched out vision that details the plans for blistering the growth and competitiveness of the company.
4. A problem they can relate to: If you are trying to solve a problem that angels have themselves experienced or one that they relate to, it serves like validation for them to invest in the startup.
5. A viable exit strategy: Since angels take considerable risk while investing in a startup, they expect manifold returns. One way in which they assess their potential returns is by evaluating the exit strategies available to them. They will expect a comprehensive analysis of their payout and their risk in each scenario.
How to raise a seed round with angel investors?
The key to raising a pre-seed or seed round with angel investors is knowing that angel investing is all about building trust and long-term relationships. This may be easier in person but post the pandemic, it has also become common to approach angels virtually. Angel investment networks and groups also exist.
After finding potential investors, you can set up a time to meet with them and present your pitch. Your pitch should be clear and impactful and give them a reasonable idea of your business. If an angel is convinced, they may conduct further due diligence and vet your business plan, financial statements, and the like, and offer you a deal.
Below is a step-by-step breakdown of how you can structure a successful angel round.
But before that, I want to clarify the difference between seed investment and angel investment.
Seed investment vs. angel investment — the difference
Seed money, as the name suggests, is money raised by a company in its very initial stages. It typically involves small amounts, enough to take care of a business’ essential operational needs. Seed finance enables companies to attract more financing to grow and scale themselves.
Seed money can come from a variety of sources, such as close friends and family of the founding team, crowdfunding, startup incubators & accelerator institutions, and private investors including angel investors, and venture capital (VC) funding. So, angel investment is a subset of seed investment.
How to structure your angel investment deals?
For a successful angel round, I will break down the process of fundraising into four steps:
- Goal: Planning how much money you want to raise and from whom
- Outreach: Creating a lead pipeline and networking
- Preparation: Creating collaterals such as an elevator pitch, investment memo, company deck, and product demo
- Closure: Creating a legal structure to collect cheques from multiple angel investors
1. Goal
How much to raise?
If you already have a lead investor and are planning to raise money from a number of small investors, I recommend keeping at least 10 to 15% allocated to angel investors. While negotiating with your lead investor, please mention at the outset that at least 10 to 15 % would be allocated to angels.
In OSlash, we kept a 20% allocation for angels, and our lead VC firm, Accel, was completely on board with the idea. They even introduced us to some angels.
From whom to raise?
Angel Investing can happen in two ways — where angels themselves are leading the round (also called Party Round) or you have a VC firm leading the round and angels participating in that round. If you already have a name VC firm leading you around, you would like to get a few angels to participate.
- If you are working on a dev project, it will help to have founders of companies such as Vercel, Github or Stack Overflow on your cap table as they have already built an audience around developers
- If you are building a consumer tech company, try to get founders of companies such as Instagram, Bumble, Calm and others, who will be good for your cap table
2. Reach Out Investors - Outreach
i. At the outreach stage, you should create a long list of potential angels who could participate in your angel round.
ii. Your list should have a combination of:
- successful founders in your category
- leading operators who can help you build the engineering, product, or marketing functions
- super angels who can open more doors for future fundraising
iii. I recommend putting together a list of 100 to 150 angels.
- If you don’t know where to start, we have created a list of the most prolific angels, which we would love to send to you.
- Send personalized emails to these angels and ask for warm introductions. Follow them on Twitter and if their DMs are open, don’t hesitate to send them your elevator pitch.
3. Preparation
You have to lay the groundwork for your potential angels and present them with all the necessary information they need to make a sound investment decision.
After all, an angel is an individual, not an institution. They will be investing their hard-earned money and their trust into your business for a high-risk high-return proposition. Raising money is an exercise in trust-building.
Getting their support will be far easier if you do the following religiously, provide full disclosure in the investment documents, and cover all your bases properly.
You have to work on four major preparation collaterals:
i. Elevator or email pitch
ii. Investment memo
iii. Deck
iv. Product demo
i. Elevator Pitch
Write a short blurb about the business. Introduce the company, the problem, and the value proposition or solution you propose with its potential benefits.
Keep it concise (so much so that you can explain it in 30 seconds to one minute).
Here is ours, for example: At OSlash, we are building an all-in-one enterprise URL manager that lets you name, structure, access, and organize long workplace links by converting them into human-readable shortcuts. This simplifies and speeds up information-sharing, productivity, and collaboration for you and your team.
ii. Investment Memo
Expand on the blurb by writing a comprehensive investment memo.
This will be the main document that outlines the key components of the business and presents the case and rationale for investors to put their money into it. Express all the crucial information about the business but also keep it simple.
Here is a draft template you can use:
- Introduction: This should detail:
a. What you do
b. The problem you intend to solve
c. The proposed solution
d. The business model/how the solution will make you money
e. The scale of the opportunity
- Metrics: Highlight in numbers, charts, and graphs:
a. The traction up to now (include a chart)
b. Revenue drivers
c. What go-to-market looks like
- Challenges to growth: Mention:
a. The obstacles hindering you from growing faster
b. How raising money can help overcome the problem
- Market: Define:
a. Your target customers and ICP
b. The thinking patterns and behavior of your ideal customer
c. The scope of the opportunity your target market presents
- Competitive Landscape: Answer how you plan to take on and beat the competitors
- Team: Explain the unique strengths and opportunities your team brings with it
- Use of funds: Elaborate on how much you plan to raise, from whom, and what you plan to do with it
Try to explain the business and why the timing is right for the venture. It’s extremely important to draft a good business memo. The memo is your source of truth for all follow on investment materials that you are going to create in the company.
Here are a couple of good investment memos which are public:
iii. Deck
Create a full presentation based on your investment memo.
Your deck is a visual and succinct representation of your memo. Keep the number of slides limited and focus only on meaningful data without being too detailed.
Tailor your deck according to the audience; do a little research before you pitch and get to know the people you’ll be pitching to better.
One of the best guides we have found online on how to pitch decks is by Reid Hoffman - LinkedIn Deck pitch to Greylock Partners
iv. Product Demo
- Remember raising funds is an exercise in trust-building. Since it is impractical to meet all the angels because of location and COVID norms, founders have to get more creative and go the digital way for fundraising.
- You can easily make a Loom video of the product or create an early self-sign version for your angels to try out.
- At OSlash, we ended up doing both - we made a Loom video with the signup link for the product. You can find the OSlash demo here
- If you want to learn how to create a compelling product demo, here’s a Twitter thread I wrote on this.
4. Closure
We are now moving to the final stages of collecting the cheque and closing the round.
This is where things usually get complicated. I have seen founders spending a lot of time here and experiencing frustration.
Perils of an angel round
Although having a lot of angels is extremely beneficial for your company, managing all of them is cumbersome:
- Your cap table will get very messy: Early-stage founders don’t realize how difficult it is to maintain a cap table. When you are starting out, you will have only a few line items such as a Lead-VC, founders, and employees. But, as you start adding angels and future investors, the number starts becoming larger. You will have to invest in Cap Table Management software such as Carta or Pulley.
- Legally expensive: If your lawyers need to create separate legal documents for every angel, your legal fees will end up going through the roof. In future rounds, your legal cost will rise further due to a messy cap table. Late-stage investors will be disappointed as more due diligence will be required.
- Chasing signatures and wire transfers: You will need signatures from each angel whenever you are raising a new round. Moreover, you will have to keep track of every wire that has reached your bank account and keep all your angels updated accordingly.
Fortunately, there is an easy way out of all this. Our friends at AngelList have come up with a brilliant solution - the AngelList Roll-up Vehicle.
AngelList Roll-up Vehicle
- Roll-up Vehicles (RUV) are a special-purpose entity set up to create a single holding company for all your angels.
- You can get all the investors to invest via a single entity - without bringing them individually into your Cap Table.
- Upto 250 angels can invest via a single RUV.
- As a founder, you get a neat dashboard where you can track all the investments and stages of wire transfers directly into the company.
- Your investors can directly transfer the money using the ACH payment mode and also save the cost of wire transactions.
- It is as simple as sharing a link with all your investors.
- Once angels transfer the money to AngelList, the latter will take care of all legal formalities and wire the money to your company account, once the round is closed.
- The best part? RUV is private. Only people with the invite links can invest in RUV.
Conclusion
Now that you know how to raise a successful angel investment round for your startup, it may be worthwhile to point out that fundraising is often an ongoing battle and not a one-time affair.
As a founder, your goal should be to close the round as fast as possible so that you can go back to doing what you know and do best - building your company.
I hope that this guide can help you get one step closer to doing that with more awareness, simplicity, and ease of mind.
If you have any questions, you can always reach out to me at ankit@oslash.com and I’d be more than happy to help.
Happy fundraising!
FAQs
1. When is the right time to raise money? How do I know when my business is eligible for an angel round?
The right time to raise money is when you have discovered product market fit. Generally speaking, a business can survive in the long run only when there are people who will buy what it sells. So there should be demand for your product or service and people should be willing to pay for it.
But even before that the question to ask is whether the business even needs angel money? Whenever we think of raising private money or raising money from investors, we have to keep in mind that the business must scale and provide an exit to existing investors. If you're thinking of building a large business, which you believe can scale and go public someday, and will make money for people who are investing in it, then it may be right to go for angel investment. When you know that the business is eligible, make sure you have some understanding of where the customers are going to come from. Because only then will the business succeed and scale, and make money for private investors.
In conclusion, the moment you reach some level of product market fit, you should look at raising some angel money.
2. How do angel investors differ from a VC?
There are four major differences between angel investors and VCs:
a. Cheque size - Angels don't invest as much as VCs. While VCs can invest anything from $500,000 all the way to $500 million, the usual upper limit for angels is $100,000. And they can also invest as low as $1000.
b. Structure - Angels are generally individuals (can also form angel groups to come together and invest). But VCs are structured as a firm.
c. Source of the funds - VCs raise money from large banks, pension funds, universities etc. to deploy into startups. Angels usually invest their own money. But, nowadays you also have angels who raise money to invest in companies.
d. Engagement level - With a VC, because of the firm structure, you have different engagement levels. You have analysts, associates, and partners who would actually be on the board and engage with you. Unless a VC firm has said yes to an investment, a partner is not going to be involved in the business. But, an angel is investing alone. They are trying to help you. They are trying to work with you so they will be personally involved from day one.
3. Should I negotiate with an angel? How do I best prepare for negotiations?
a. In most cases, you won’t need to negotiate with an angel because angels are extremely founder-friendly. In fact, you should watch out for angels who try to back you into a corner and reconsider engaging with them. Most angels would try to accommodate whatever your needs are. In my experience, they want to make sure they do right by the founders.
b. In some cases, however, you might have to negotiate, especially where they are asking for a larger allocation in the business that you can’t comply with. For example, you're raising a $2 million round out of which only $200,000 is reserved for angels. And you have an angel who wants a $50,000 allocation (that is 25% of your allocation) that you can't allow. You might have to ask them to reduce it to a $20,000 allocation. In such cases, you need to be very upfront with them and make sure that you give them some upside in the later rounds.
c. In addition, there can be one peculiar situation where you may have to negotiate. Let's say if the valuation of the company is not defined and angels are coming together in the round, you can ask the lead angel to come up with a good valuation for the company, or come up with one yourself. And if they are negotiating, try to understand where they are coming from. Also keep in mind, angels are investing their own money. So you, too, don't want to be very greedy with the valuation.
4. My collateral contains everything about my business. How do I protect the confidentiality of my idea?
a. As I said before, angel fundraising is an exercise in trust-building and it works both ways. If an angel is already investing in your startup, they have a vested interest to make sure all your rights are protected.
b. But in some cases you will come across situations where they may try to show the collateral to another company especially when they might have an investment in a competitor company. To avoid that, try to clarify these things right on the first call with the angel.
c. You can create authentication protocols for accessing the information. At OSlash, we kept our collateral on Notion and shared access only when the angel requested it. Or you can use something like DocSend where your deck can be shared only via email access. But a lot of this depends on trust. You do want to make sure the detailed numbers don't go out, but for the memo and deck, try to make sure access is authenticated. Make it fail safe.
5. How expensive is it to raise an angel round? What are the major costs and fees involved?
a. It was expensive to raise an angel round back in the day. Say if you're trying to get 20-30 angels, you have to bring them all onto your cap table. There’s the legal cost of paperwork. You have to follow up with them to coordinate wire transfers - make sure they send the right banking information, collect the cheques, and more. For us, it was not just legally expensive but also cost a lot of time.
b. Thankfully, a few firms like AngelList came up with a special purpose vehicle where all of these angels can come together as one structured firm and the firm can invest as a single entity in the cap table. And that used to cost $8,000 - all that was required for a successful angel round.
c. Now, with AngelList RUV, things have become even easier. Plus, if a company is incorporated in Delaware and you are raising SAFEs or equity, they offer a no-fee RUV. There is zero cost attached to it. Most software companies incorporated in the US are Delaware incorporated, but if you're not a Delaware incorporation, the whole thing can be done at $2,500 which is still a pretty good deal.
6. What should I do if an angel refuses to invest in my startup? If a deal falls through?
If an angel says no to investing in a startup, that's completely okay! You have many out there, you know? Try to speak with more angels. And I think that should also be a goal. You should always aim higher. Try to get more angels than you need, because some of them might change their mind. After all, all of us are human. So it's not a big deal.
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ESOPs Guide for Founders & Employees in Tech Startups 2022
Bonus: Get the blueprint of the OSlash ESOP policy to effortlessly build one for your organization
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With companies adding stock options to compensation packages, it’s important for both founders and employees to understand how ESOPs work. This guide by our CEO, Ankit Pansari, will help dispel the ambiguity around equity compensation in early-stage tech companies.
Introduction
If you are an employee or a founder of a tech company, it’s imperative that you know about Employee Stock Ownership Plans (ESOPs).
While setting up an ESOP policy for OSlash, we realized one thing. Though the term is prevalent in the industry, both tech founders and employees actually understand very little about ESOPs. This can cause a lot of confusion and misunderstanding about their rights and obligations with respect to ESOPs.
To dispel the myths and bring transparency to how ESOPs work, we decided to pen this guide and share our learnings — sourced from founders of reputed tech companies such as Notion and Figma and also from our experience at OSlash.
1.1 What is covered in this guide?
Think of this guide as the ultimate playbook for understanding Employee Stock Ownership Plans (ESOPs) — for both employees as well as founders
This guide covers
- An introduction to equity compensation in tech companies — its origin, how it is granted, and types of equity structures in companies
- Why equity compensation is important for modern tech companies
- What are ESOPs? - Basics
- An understanding of ESOP valuation
- Employee view of ESOPs — taxation, when to sell, and things to look for
- Founder view of ESOPs — planning the ESOP pool, identifying the goals of equity compensation, and steps required to introduce an ESOP policy in the company
1.2 Who is this guide for?
- For employees whose compensation involves ESOPs
- For founders looking to set up an ESOP policy for their startup from scratch
- For founders looking for additional information to restructure their startup’s ESOP policy
- For anyone who wants to understand ESOPs but is confused by the jargon-heavy explanations on the internet
1.3 Why this guide?
- ESOPs have become an increasingly common form of compensation across tech companies, especially startups
- People are motivated to join startups that have attractive ESOP plans. But, there is a lack of simple, understandable information about how ESOPs work, with 57% of employees citing they would like more educational guides and FAQs on the topic
- There is absence of factually correct guidance for founders to set up their ESOP policy
- Founders struggle to correctly and satisfactorily explain ESOPs to employees
1.4 Disclaimer
- We are not lawyers. Please consult a lawyer before you adopt any of the recommendations we discuss in this document
- This guide is specific to the US employee stock option plans for modern early-stage tech companies. Most of the specifics might not translate to other jurisdictions
2. Understanding equity compensation
Because ESOPs form an important part of employee compensation at modern tech companies, let’s first understand how compensation is structured typically at an early-stage tech startup.
2.1 What are ESOPs?
ESOPs (Employee Stock Option Plans) are a form of equity compensation granted by companies to their employees and executives. With ESOPS, the company does not grant shares of stock directly, but gives the employee the option (or the right) to buy the company's stock at a specified price for a given period of time.
2.2 The structure of compensation in tech companies
Compensation in tech companies is typically a combination of the following components
- Salary: The monthly paycheck received by an employee
- Bonus: A time or performance-based incentive granted to employees once a year or on achieving a set performance benchmark
- Other benefits: These include perquisites (or perks) such as health insurance, expense reimbursements, retirement benefits, and other amenities such as certification courses, gadgets, gym memberships etc.
- Equity: Simply put, equity compensation is a stake in the ownership (and therefore the growth and profits) of the company. However, equity comes in various forms, and not all equity compensation grants employees the same rights and benefits in the company
2.3 What is equity?
As mentioned, equity refers to shares in a company’s ownership.
A company is a legal entity formed by a group of individuals to conduct a business. It has its own separate identity, distinct from the owners, such that the assets and liabilities of the company are not equal to the personal assets and liabilities of the owners.
Equity (and equity compensation) is affected by the ownership structure of a company.
There are two types of companies – private and public. Equity in a private company is restricted to its management, investors, founders, and employees. A public company, on the other hand, raises money by offering its shares to the general public via an IPO. Shares issued via an IPO are publicly traded in the stock markets and anyone can invest in them. By purchasing these shares, such shareholders get equity in the company.
2.4 How is equity different from equity compensation?
In both public and private companies, equity compensation simply means that employees are compensated by giving them a stake in the company. In other words, employees become shareholders in the company.
2.5 Equity compensation in tech companies — the history
The origin of equity compensation in tech companies (and the origin of Silicon Valley itself) can be traced back to 1957 when theFairchild Semiconductor Corporation came into existence.
Founded by five scientists and three engineers, it was backed with a funding of $1.38 million by Sherman Fairchild, the largest shareholder in IBM. Each of the eight founders got to own 100 shares each, with another 300 shares reserved for managerial hires. The remaining 225 shares were taken by the two investment advisors who structured the deal.
The deal came with a condition: The investor, Fairchild, would have an option to buy shares from the founders and other shareholders at $3 million collectively if things went well. Things did go well and as a result, Fairchild could purchase all the shares from the founding team who became millionaires — receiving a quarter-million dollars each upon sale of their stakes.
2.6 Equity compensation in tech companies — the present
In his accredited 2017 book — America, Inc: The 400-Year History of American Capitalism — venture-backed entrepreneur, Bhu Srinivasan, notes about the Fairchild Corporation deal: “While the eight men made substantial windfalls, the investment structure lacked the unlimited upside element now intrinsic to the idea of the Silicon Valley start-up.”
To drive the point home, consider the compensation structure of Frank Slootman, the CEO of cloud computing giant, Snowflake Inc. Slootman led the company to what became the largest software IPO in history, raising $3.4 billion. Care to guess how much his ESOPs are worth?
Take a look:
His stock options: 13,921,409 shares with a strike price of $8.8, which equates to 5% of the company.
Snowflake’s share price (Mar 2022)= $200 (approx.) making the shares worth ~$3 bn, which is an upside of 2172%.
This, among other reasons, is why equity compensation is so attractive.
2.6.1 How is equity granted in tech companies today?
There are broadly two ways equity can be granted:
- Stock options - A stock option gives employees the right (but does not create an obligation) to purchase a fixed number of shares of the company’s stock at a discounted price at some time in the future. Hence, it’s called an option. It’s a contract that an employee signs with the company.
- Stock grants - Stock grants are generally simpler to understand than stock options. Here, companies directly pay employees shares of stock as part of their compensation. It is not up to the employees to buy the shares. The shares are received simply as part of income on a periodic basis. They are more common among large, public companies.
Insider tip:
At OSlash, we prefer options over direct award of equity because we don't want our employees to pay taxes on the day of their receipt. If we provide them $10,000 worth of equity in a year, for example, tax authorities will count them as income and employees will be taxed in the current financial year. But if we give stock options (remember it's a contract), they don't have to pay taxes till it is actually exercised.
Both stock options and stock grants themselves come in many forms, giving birth to the different types of equity structures prevalent in companies today.
2.6.2 Types of equity structures
- ISO - Incentive Stock Options
Incentive stock options (ISOs) allow employees to buy shares of the company stock at a discounted price and come with tax benefits. They are not taxed until the stock is sold. To earn a tax break, they need to be held for one year after exercising (buying the shares), and two years after they were granted. On sale, they are taxed at lower rates than the ordinary income tax rate.
ISOs are only valid for US citizens.
- NSO - Non-Statutory Stock Options
As opposed to ISOs, non-statutory stock options (NSOs) are taxed at the ordinary income tax rate when exercised, irrespective of whether the shares are held or sold immediately after being bought.
While ISOs can only be granted to US employees, NSOs can be granted to foreign employees consultants, advisors, or business partners.
- RSU - Restricted Stock Units
Restricted Stock Units (RSUs) are a form of stock grants. They represent the company’s promise to give you the shares or an equivalent value in cash after you spend a stipulated time in the organization.
While RSUs don't require employees to actually buy any shares, they are considered part of ordinary income and are taxed when they vest. This means employees at companies that haven’t gone public suffer a disadvantage — they may have to pay tax on shares that they cannot yet sell. Hence, RSUs are usually offered to senior executives in startups who can pay taxes on receiving the shares.
- SAR - Stock Appreciation Rights
Stock appreciation rights (SARs) are a type of equity compensation different from both stock grants and stock options. They are linked to the company's stock price during a fixed period. So, employees make a profit when the stock price increases. Unlike ESOPs however, they do not have to buy any shares themselves. They are given the amount of price rise in stock or cash.
3. Why is equity compensation important for modern tech companies?
Equity is a powerful incentive for both employees and founders.
3.1 ESOP for employees
- The potential upside of being able to share in the profits of the company is high as equity can appreciate manifold as the company grows (while cash compensation might not). This offers employees a stake in the success of the company.
- The benefit comes from being able to purchase company shares at a nominal rate to sell them for a huge profit (best case scenario). There are several success stories where employees became millionaires together with founders of the companies.
A very notable example is Google when it went public. Its founders Sergey Brin and Larry Page became the richest persons in the world, even the stock-holder employees earned millions.
In May 2018, over a hundred Flipkart employees turned dollar millionaires as the company was bought over by Walmart which purchased ESOPs worth $800 million.
In September 2021, over 500 Freshworks employees in India — with 70 of them below the age of 30 — became millionaires when the company became the first Indian SaaS startup to list in the US. Today, 76% of employees own shares in Freshworks.
“It gives me a great sense of fulfillment today. This IPO has given me an opportunity to fulfill my responsibility to all the employees of Freshworks till date who have believed in us over the last ten years and contributed to Freshworks,” - Girish Mathrubootham
- ESOPs come with tax benefits too, which we discuss later.
3.2 ESOP for founders
- The sense of ownership from ESOPs results in commitment and alignment with the overall company goals—if the company does well, the employees do well too. Hence, ESOPs can be used as a powerful motivator to boost productivity.
- ESOPs help attract talent. A senior executive from Google would not join an early stage tech company if they don’t have the significant upside of increasing the value of their ownership.
- ESOPs are a wonderful tool to help retain key talent.
In 2016, Flipkart’s Chief People Officer, Nitin Seth shared with HT Mint: “It’s pretty fair to say that 35-40% of the organization is what we see as our critical talent to whom we’re offering stock of the company. The number has gone up significantly—in the past years, the number was 10-20%. This is the highest in the history of the organization in terms of the stock that we’ve offered.”
- They free up cash resources that would have otherwise been used for hiring talent. These can be invested in company growth instead.
- They also make compensation packages look more attractive especially if the company has a cash crunch
Now that we know how (and why) equity compensation works, let’s dive into everything founders and employees need to know about ESOPs.
4. Basics of ESOPs
Let’s assume you join a company which offers you ESOPs in addition to your salary and cash/non-cash benefits.
This is what it may look like:
You are offered 1000 shares of stock at $1 exercise price each with a 4-year vesting period and a 1-year cliff.
This means you have the option to buy 1000 units of stock in the company at $1 provided you meet a few predefined terms and conditions, as below.
4.1 What is the exercise price?
The exercise price (also called strike price) is the price at which you can buy the shares in the future irrespective of their actual (or market) price at that time. Your shares in the company may have a value of $10 each in 2030. Even then, you will only pay $1 to buy a share.
Do you see why ESOPs are so lucrative?
At OSlash, employees are offered a share at a strike price as low as $0.08 per share.
4.2 How to exercise your option?
Exercising the options means buying the shares guaranteed to you. Your options are essentially shares that you own in the form of a share certificate. You can exercise your options as you attain the legal rights to them — which happens periodically rather than in one go.
Insider tip:
You want to exercise the stock when you have the opportunity to sell it for a higher price than you are buying it.
Example:
In the above scenario, assume the stock price rises to $100. You still would be able to exercise your 1000 options by paying $1 per share i.e. $1000. This way you get to hold stock worth $100,000 at current value (a $99,000 profit).
You will be able to exercise the option within a predefined time period. This is the exercise period or the exercise window. After the exercise period, your options will expire.
The exercise window is usually:
- Seven to ten years as long as the person is working for the company
- Three to six months from leaving the company in case of termination of employment
At OSlash, employees can exercise the option up to eight years after leaving OSlash, provided they spend two years in the company.
4.3 What is meant by vesting, vesting period, and vesting schedule?
Vesting is the process of getting full legal rights to the shares. Rather than giving them all in one go when someone joins, companies treat ESOPs like compensation. They give it out in small chunks over time.
Companies will usually not allow stock options or grants to vest to new hires immediately upon their joining. Instead, employees receive parts of their equity compensation over a set period of time known as a vesting schedule.
A four-year vesting schedule is a common practice across tech companies, including here at OSlash. We follow a four-year vesting schedule with a one-year cliff, followed by monthly vesting.
This means an employee at OSlash would receive their stock options as follows:
0% will vest in the first 12 months
25% will vest on completion of the twelfth month
The rest will vest every month
4.4 What is cliff in ESOP?
Cliff is the minimum period of time before you qualify to receive the first part of your options.
For the above example, the one-year cliff means that you need to be working with OSlash for at least one year before the first (one-fourth) chunk of your ESOPs vest. If you were to leave before the year, you would not receive any ESOPs.
Understandably, companies use ESOPs to increase employee retention rates and to motivate them to stay longer.
Insider tip:
Not all companies follow the same vesting schedule, however.
Three notably famous cases in point? Lyft, Stripe, and Coinbase. All three giants have switched to a one-year vesting schedule. Their compensation packages have been changed so that employees’ entire stock awards vest in one year, instead of the traditional four years.
The reasons for accelerated vesting?
The market for high tech talent is intensely competitive. Companies are trying to make their compensation more lucrative. Moreover, faster vesting schedules often go hand-in-hand with smaller equity grants each year. They result in cost-savings for fast growing companies whose valuations are rapidly rising.
Coinbase justifies this decision as being more employee-centric. “We don’t want employees to feel locked in at Coinbase based on grants awarded 3 or 4 years prior. We want to earn our employees’ commitment every year and, likewise, expect them to earn their seat at Coinbase.
We are also eliminating the one-year cliff from our new hire grants. We expect new hires to add value on their first day, so it only makes sense for them to start vesting rewards for their contributions.”
5. Understanding ESOP valuation
The value of ESOPs depends mainly on
- The stage of the startup or company
- The valuation of the company, and
- The option pool
5.1. Stage and valuation of the company
Any venture-funded company like OSlash goes through different stages of fundraising, which impacts ownerships in the company.
OSlash is currently in the Seed stage. To understand how the company's valuation is determined, we need to understand the different types of shares in OSlash.
5.2 Different types of shares
There are two types of shares in OSlash — common shares and preferred shares.
- Preferred shares are given to investors, advisors, and angels. Since they provide us with money and advice, they have some 'preference' before all of us
- Common shares are the shares the management and employees of the company receive
Preferred shares are more expensive than common shares as they are entitled
- to receive dividends before common stock dividends can be issues
- to be paid from company assets before common stockholders in case of the company’s bankruptcy
The cost of preferred shares determines the valuation of the company.
Remember that when we talk about ESOPs, we are referring to common equity shares.
Because of the above differences, the strike price of ESOPs cannot be the same as the price of preferred stock.
Insider tip:
The option’s exercise price is usually at a 70 to 80% discount to the preferred share price established in the prior round of fundraising. As an example, if we sold preferred stock at $1, the exercise price for the common stock value at that time would be somewhere between 20 and 30 cents per share.
Moreover, the lower the strike price for common shares, the higher the number of shares that can be issued as ESOPs.
Getting to the exercise price is a challenging task. We need valuation consultants to come up with the right price. Companies like OSlash need to produce a valuation report called the 409a report.
We engaged a valuation consultant to come up with the report. The valuation is suitable for a whole year or until we raise more money.
According to the 409a report, the exercise price of OSlash common share is $0.08, whereas the price of a preferred share is $0.8. Preferred Shares are ten times more expensive than common shares.
As a result, OSlash employees get a discount of 90% as part of the ESOPs.
5.3 Option pool and dilution
The option pool (also called equity pool or ESOP pool) is a block of company shares that employers create, add to the existing number of shares, and set aside for future employees.
For example, if a company currently has 100,000 shares (100% of the company) and we create an option pool of 11,500 shares, there are now 1,11,500 shares of company stock on a fully diluted basis.
Note:
Fully diluted shares are the total number of common shares of a company that will be outstanding and available to trade on the open market after all possible sources of conversion, such as convertible bonds and employee stock options, are exercised.
(Source - Investopedia)
The ESOP pool is created by founders who dilute a certain percentage of their ownership to allocate to the pool (when the company is in its early-stage). If the ESOP pool is exhausted while there are still unmet hiring needs, further dilution may be done by founders (or even investors) to replenish the pool.
As a result, an ESOP pool affects existing ownerships in the company, impacts the share price, and thus the effective valuation of the company.
Example:
When OSlash raises money from investors, we create new shares to sell to those investors. Now, the existing shareholders (say management, employees, early-stage investors etc.) will own the same number of shares as before. But, there will be a greater number of total OSlash shares available so that they will now own a smaller percentage of the company. This is what dilution is.
From the above example, if owners held 10,000 out of 100,000 shares earlier i.e. 10% of the company, after creating the pool, they will hold 10,000/111,500 shares now or 8.97% of the company.
In an ideal scenario, as the company acquires new funding, grows, and scales, its valuation keeps increasing. As a result, the value of each share held by each employee/owner/investor also rises. This means that despite dilution, they end up getting more (and not less) in each successive round of valuation — a small share but one of a larger pie.
Insider tip:
A larger option pool is attractive for hiring new employees and investors. But as we have seen, the bigger the option pool gets, the more diluted the ownerships become. The key is to set the right balance, keeping your fundraising and hiring needs in mind.
6. Employees' guide to ESOPs
6.1 When to sell your shares
After the vesting period is over, the employee can usually exercise the ESOPs and sell the shares. Of course, it makes sense to sell the shares when the option is in the money i.e. the strike price (purchase price) is lower than the market price.
There are generally three occasions when an ESOP sale (also called Exit) is possible. You can sell your ESOPs
- In a buyback during the next round of fundraising - It is a common practice for companies to buyback ESOPs from existing (and even former employees) during fresh rounds of fundraising. A new set of investors come in and take the ESOPs of employees and infuse capital in the company
- When the company gets acquired (M&A) - The acquiring entity offers to buy existing ESOPs from the employees in order to complete the acquisition
- When the company goes public (IPO) - Usually, shares of an unlisted company are illiquid as the above two instances are fairly uncommon. When a company offers ESOPs, the expectation is that the employees who show greater commitment and continue with the company would eventually reap the benefits, potentially upon a future IPO, when the shares can be sold to the general public
- Secondary sales - This is more likely than an IPO in case of startup ESOPs. Employees can sell their shares after exercising their options to other shareholders such as existing (or new) investors
Private companies can also stipulate a lock-in period to make sure that employees do not sell the shares in the open market, as soon as they get them.
Since stock options have a shelf life (exercise window), if the company doesn’t go public, obtains the next round of funding, or gets acquired, within that time frame, your purchased options will expire.
6.2 Things to look out for
As you can tell by now, there are various clauses in an ESOP.
Before agreeing to receive ESOPs, understanding what you are signing up for is important.
- The worth of your ESOPs - Don’t be blindsided by the higher number of shares on offer. It does not mean you get more equity. The worth of your shares depends on the percentage stake you own in the total number of shares of the company’s stock. To figure this out, ask your employer for the number of “fully diluted” shares, which includes stock that has not been issued yet, but could be issued in the future. You can then use the valuation of the company to get an idea of the worth of your equity compensation. (Refer the section on option pool for more clarity)
- Risk - ESOPs, especially at early stage companies, carry risk. More startups fail than succeed. So, it’s a gamble — in the worst case scenario, your ESOPs may be worth nothing. This is important especially where employers may offer you more ESOPs if you take a salary cut. In the best case, your company may be acquired or listed and you may reap huge benefits.
Just like Sudharshan (Susa) Karthik, Ex-Senior Product Manager at Freshworks. “When Freshworks went public last year (2021), the upside on my ESOPs was something beyond my wildest dreams,” he says. “But it is important that young folks realize that ESOPs are not a get-rich-quick scheme by any measure. I see a lot of people joining startups hoping to cash in millions on their ESOPs, which is an extremely rare event. It’s far more rewarding to look at ESOPs as the best way to tie your inputs to outcomes in a company and as a career-building exercise.”
- Vesting schedule - As a rule of thumb, the shorter the vesting period, the more quickly you receive the options, and the more quickly you can exercise them. Prefer shorter vesting schedules and cliffs and be wary of vesting schedules that have disproportionately higher vesting in later years, as they can act like “golden handcuffs”, making leaving the company disadvantageous for you. Longer vesting schedules can also make you miss out on opportunities for exits.
- Liquidity and exit options - For listed companies, pricing is an issue, as their stock prices do not move in sync with performance. For unlisted companies, the problem is lack of liquidity and clarity on valuation. That is why companies must mention all exit options clearly at the time of grant. For instance, if the initial public offer is the only exit route, it must be stated clearly and the potential uncertainties related to listing brought to the employees attention.
Source: Business Today
- Negotiation - Just like your cash salary, you should negotiate your ESOPs when you first sign a job offer. Think of ESOPs as any other investment opportunity. You want to maximize your gains while capping potential losses. When deciding how much stock to hold, assess your life-stage, finances, and risk appetite. Negotiate accordingly.
“Like with other assets, diversification is also important for ESOPs. Don’t bank too much on ESOPs to make you extraordinary returns,” cautions Karthik.
Insider tip:
Don’t hesitate to ask questions from your employer about your ESOPs. Most employers will answer them happily.
6.3 Taxation
The tax treatment of ESOPs will depend upon the country of incorporation of the company as well as the nationality of the employees.
6.3.1 ESOPs given by foreign (say US) entities to Indian employees
The tax treatment for ESOPs given by foreign entities (such as a startup incorporated in the US) to Indian employees is as follows:
- Upon exercise of ESOPs: The difference between the fair market value (FMV) of shares allotted and the discounted price (strike price) paid by an employee would be taxed as perquisite in the hands of the resident employee. The tax rate would be the ordinary income tax slab rate.
- Upon sale of shares acquired: At the time of sale of shares, the profits will be taxed as capital gains. Short-term gains (where shares are held for less than 24 months) are taxed at income tax slab rates, while long-term gains are taxed at 20% with indexation benefits
The company has to deduct TDS from the salary of the employees in the month in which allotment/transfer of shares is made.
Note:
In 2020, the Indian Government announced that payment of income tax on startup ESOPs can be deferred from the time of exercise of ESOPs. Now, the tax liability arises within 14 days from any of the following events, whichever is the earliest:
- after the expiry of 48 months from the end of the relevant assessment year; or
- from the date of the sale of ESOP shares; or
- from the date the employee ceases to be an employee of the startup that allotted the ESOPs
Liability for deducting tax at source (TDS) on the startup also stands deferred.
*These benefits are available only for eligible startups.
6.3.2 ESOPs given by US entities to US employees
The tax treatment here will depend on the type of ESOPs, namely ISOs or NSOs.
- NSO
NSOs are taxed twice
a. Upon exercise of the option: The spread between the fair market value (FMV) and the exercise price (also called strike price) is taxed at ordinary income tax rates. Employees are also charged employment taxes.
b. Upon sale of shares acquired: To qualify for long-term capital gains treatment on the sale of stock purchased through an NSO, the shares must
- have been held for at least one year after purchase
- come from options granted at least two years prior to the sale
Stocks held less than one year after purchase or less than two years after grant date are subject to (higher) ordinary income tax treatment.
- ISO
One of the qualifications for avoiding taxation on exercise of an ISO is that it must be equal to the FMV at the date of the grant. Employees must pay AMT (Alternative Minimum Tax) on the amount the FMV exceeds the option price at the time of the grant.
This is unlikely, but could occur in a scenario where they were granted at a certain price by the company and a new 409a valuation was completed between their grant/purchase and exercise.
ISO stock is taxable at the long-term capital gains rate when the same conditions specified for NSO above are fulfilled. In the case that early exercise is allowed, ISOs are eligible for the 83 (b) election, which allows one to avoid their taxation as income and also starts the clock on their consideration as capital gains.
You must file the 83 (b) election within 30 days! There are NO exceptions.
7. Founders' guide to ESOPs
7.1 How to plan for an ESOP pool in every stage of funding
As stated, to offer ESOPs, founders have to dilute a part of their own equity and create an ESOP pool. Employees are granted ESOPs from this pool. Further dilution may be necessary to replenish the pool in successive fundraising rounds.
Thus, the ESOP pool size is inversely proportional to the company’s growth stage – as the company scales, the size of the ESOP pool decreases.
7.1.1 Early Stage: ESOPs as compensation
Early-stage employees should get a higher reward (in terms of a higher share of ESOPs). They are taking higher risk by joining an unproven business venture and must be compensated adequately via ESOPs. Moreover, an early-stage company is quite illiquid. Attracting key executives in the absence of huge cash compensation is a problem that can be solved by giving more ESOPs as part of compensation.
7.1.2 Growth Stage: ESOPs as rewards
In the growth stage, the focus is on retention of key talent which drives growth. As the size of the ESOP pool reduces, it becomes prudent to reserve ESOPs for key personnel and award performance-based ESOPs. Moreover, as the company matures, and cash flows begin to improve, it is easier to award higher cash compensation to new employees who join than it is to dilute equity further.
Insider tip:
It is considered a best practice to award ESOPs to all employees in an early-stage startup, irrespective of their role and seniority. This kindles the ownership among all and gives impetus towards company’s growth.
7.2 Goals when structuring equity incentive schemes
The goal of the policy should first and foremost be to set your team up for success
7.2.1 Allow early team members to have an equity setup similar to founders
At OSlash, we have tried to ensure that we all get equitable treatment in the hiring process with respect to equity compensation.
Founders such as Girish Mathrubootham (Freshworks) instituted RSUs for every employee as they grew, a practice lauded by Karthik, who believes this is the best way to do right by the employees.
The very first employee at Flipkart, Ambur Iyyappa, also received shares in the company which fetched him millions upon sale.
7.2.2 Reduce the chance of team members owing equity-related taxes
It is advantageous to offer stock options over direct equity. For example, $10000 worth of direct equity will be counted as income and will be taxed in the current financial year at ordinary income tax rates. But, since an option is a contract to buy shares, employees don't have to pay taxes till they exercise it.
7.2.3 Reduce the chance of team members losing equity for some technicality
Good employers will always try to draft an ESOP policy that makes sure their employees come out winning. This can take many forms including front-loaded or accelerated vesting (where the majority of shares vest within a short period of joining), no cliff period, monthly vesting after cliff instead of quarterly vesting, longer exercise periods for employees leaving the organization, and lower strike prices so employees can comfortably shell out the money required to buy the shares etc.
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Here’s OSlash’s ESOP policy to help you navigate through all ambiguities
7.3 Summary of steps required to introduce an ESOP policy at your company
- Get the ESOP policy scheme draft prepared by your lawyer. You’ll have to figure out:
- How many ESOPs to award whom (illustration below)
- The strike price at which you will offer the options
- The vesting schedule and cliff (if any)
- The exercise period and conditions applicable on termination of employment/death/disability etc.
- Whether the ESOP will be administered directly by the company via its Board or with the help of an ESOP trust
- An exit price estimation
- Communicate the policy to employees as clearly as possible and make the policy easily accessible to everyone.
Insider Tip:
Use OSlash to create a shortcut to your ESOP policy such that o/esop-policy can be accessed company-wide by everyone, every time.
- You can conduct a company-wide session to explain how ESOPs work in detail and to answer any questions your employees may have
- Register your ESOP policy and give grant letters to the employees
7.4 Actionable insights
Lastly, here are some actionable insights you may want to keep in mind before rolling out ESOPs at your startup:
- The earlier you create your equity pool, the better it is. The best employers reserve 12-15% of ownership for the equity pool. Remember, it’s not just a best practice but also a humane practice to be generous when it comes to ESOPs
- Your ESOP offering should change as the stage and valuation of your startup changes. Be flexible with ESOPs as your company grows and the balance between cash salaries and equity awards changes
- Since the ultimate goal of ESOPs is to encourage employee ownership and alignment with the company, focus on creating value for your employees and provide them fair terms
To conclude, we’d encourage founders to look at ESOPs through the lens of an employee. Or as Sudharshan Karthik says, “Use ESOPs to make the pie larger for everyone rather than have them act as golden handcuffs.”
OSlash your everyday links to everyday words
If you are interested in what we’re building here at OSlash,
why not give it a spin?
Building the best SaaS stack for your startup on a budget
For most startups, funding is a scarce resource and the goal is to put every dollar to work. One area where startups can save money is their SaaS stack. In this guide, our CEO, Ankit Pansari, shares our SaaS stack & describes how we got almost all of these tools for free.
Bonus: Get a list of startup programs that offer great deals on various tools!
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Introduction
For a newbie startup, the market is like a vast desert and funds are like water — they’re essential commodities which must not be used until you get to the next oasis. Everything you do to conserve your funds increases your chances of getting to the next stop, while not optimizing them can lead to an early end.
This is more relevant now than ever before. With the US Central Bank — The Federal Reserve — hiking interest rates to curb inflation, the era of inexpensive liquidity and funding is set to come to an end.
Tech and growth stocks have already been hit hard, with some trading below their pre-pandemic price levels. Renowned companies such as Klarna, PayPal, Bolt, and ClickUp, among others have resorted to mass layoff to curb costs.
This is not surprising. For most startups, the goal is to put every dollar to work. Startup spending should be budgeted, controlled, and, if possible, reduced as much as possible, often by being creative.
One such area where startups can save well is their SaaS stack. You will be surprised how many software tools you can get for free, especially in the early days of your company.
We are a company of twenty people and we use more than fifty different SaaS tools.
Here’s our story on how we got almost all of our SaaS tools for free. And some insider tips on how you can too!
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What is a SaaS stack?
A SaaS stack, as the name suggests, is a stack of your SaaS tools. SaaS stands for Software-as-a-Service or software that is delivered via the cloud instead of being locally installed on your machine. Your SaaS stack then becomes a collection of software solutions (across functions and departments) that you can obtain remotely.
What is a SaaS tech stack?
You might also have heard of the term ‘SaaS tech stack’ or simply tech stack. As opposed to a SaaS stack, a tech stack is a combination of software, programming languages, frameworks, and data storage technologies required by a developer to build and run a single application. It typically consists of frontend technologies, backend technologies, and cloud infrastructure services.
How to Choose A Tech Stack For SaaS Development?
In order to choose the perfect SaaS stack that would give us the most value for money, we started by making a list of all the software tools we were using and would be using in the future.
Here are the factors to look for while choosing the best SaaS stack.
- Cost
Cost is the most important criterion especially when you are stretched thin with the budgets.
Ask: Does the tool offer credits as part of a plan? If yes, can we get any deals or discounts?
- Productivity
Putting together a simple yet efficient SaaS stack that requires a lower learning curve is better than going for a top-of-the-line but complex stack.
This directly affects the productivity of your team.
- Ease of use
How easy is it to begin using the tool? How much time does it take for us to get up and running?
Today there are many low/no-code tools that can cut deployment time by a huge margin and be used right from the get go.
Quick and easy setup is important so that you can focus on actually building your product, rather than spending time on instrumentation.
- Flexibility and lock-in conditions
We love monthly billing with a discount offered for an annual commitment.
You need to choose a vendor/tool that can give you a solid foundation and business continuity for the future without forcing you into a worrisome lock-in.
- Integration
The tools you add to your SaaS stack should work well with the other tools in your stack.
A prime example of this for OSlash is the integration among our analytics and emailing tools. We use Segment and Mixpanel to collect customer data and insights which are then fed into our email client, Customer.io, almost effortlessly.
Best SaaS Stack 2022 - A Complete List
In line with our vision of building a culture of absolute transparency at every workplace, we want to share the entire OSlash SaaS stack (as of June 2022) with you.
We were lucky to procure some of the tools listed below at great discounts (and even for free in some cases).
Here is the complete list of our SaaS tools, split into different functions.
Or: Find the TL;DR version here
Disclaimer: This article does not prescribe or recommend the tools listed below for use by you and your team. Please make sure you do your own research and select tools that best fit the needs of your company. We only intend to provide you with the list of tools we are using and share why we decided to use them.
SaaS Stack for Product and Engineering
Design
Figma: We chose Figma for all things design because it is one of the easiest design tools to pick up and offers live collaboration. We use it for everything from wireframing, UI creation, and illustrating, to prototyping, and shipping to the dev team. Even the free version comes with unlimited personal files and unlimited collaborators — a huge asset to any startup.
Frontend
Storybook: Storybook is open source and forever free. We prefer Storybook at OSlash for UI development because it lets us build UI components in isolation without setting up any development stack and without needing any data or API.
Algolia: Algolia is a search and discovery platform. We use it to build a consistent and personalized search experience for OSlash users. Eligible startups can claim $10,000 in credits via their startup program.
Backend
Github Enterprise Cloud: We chose Github as our all-in-one tool for code management, version control, code review, documentation, team collaboration, and project management. We were able to secure 40 seats of Github Enterprise cloud worth $24000 for free via the Microsoft Startup Program.
Visual Studio: It offers an open source IDE (Integrated Development Environment) with hundreds of programming languages and a free code editor. We got a Visual Studio license worth $5400 for free via the Microsoft Startup Program.
There are a number of cost-saving Visual Studio subscriptions available today. They come with added benefits such as access to GitHub Enterprise, Power BI Pro, Azure DevOps, Dev/test software, monthly Azure credits, and professional training and support from providers including LinkedIn Learning.
Sentry: Sentry is a crash reporting application we use to streamline error-reporting and fix performance issues in both the frontend and backend of our software. It works across iOS, Android, and Web. Its USP is real time insights and context for faster resolution. It is free for tracking up to 5,000 events per month. For standardized error and performance monitoring, you can opt for their Business plan which costs $80 per month.
Testing/QA
Rainforest: It is a combined platform for both manual and automated QA or software testing. Since it is a no-code platform, it allows even the non-technical product folks on our team to contribute easily to better quality software. Their Professional plan starts at $0/month and offers you free no-code test automation (worth 5 hours every month) plus on-demand manual testing (free trial for 14 days).
LambdaTest: This tool lets you perform automated and live testing across Windows and Mac operating systems, along with all legacy and latest browsers.You can simultaneously use it for testing your website or web app on mobile browsers for both Android and iOS operating systems. They have a 60 min/month Freemium Plan while unlimited testing starts at $15/month.
Cloud infrastructure
For infrastructure tools, we suggest you space out your activation of accounts. It will give you enough room to experiment with every infrastructure provider out there.
Amazon Web Services (AWS): AWS is perhaps the most well-known cloud platform worldwide. It boasts over 200 on-demand cloud services such as computing power, database storage, content delivery, etc. for organizations.
Eligible startups get up to $100,000 in AWS credits by signing up for AWS Activate. In addition, there are hundreds of free-tier offers — trial, 12 months free, and always free — for everything from computing to analytics, IoT, machine learning and more. You can also get volume based discounts and realize important savings for selected services as your usage increases.
We received AWS credits worth $105,000 via SaaSBOOMi, the largest network of SaaS Companies in India, and $5000 via YC Startup School.
Microsoft Azure Services: Azure’s cloud platform also comes with over 200 services and attractive pricing options for companies of all sizes. Microsoft also claims that AWS is 5 times more expensive than Azure for Windows Server and SQL Server. It offers over 25 services for free, forever and comes with a $200 credit on each new account where you can try popular services for free for the first 12 months.
SaaSBOOMi helped us get Azure credits worth $150,000 while starting out.
Heroku: The main advantage of Heroku over other cloud platforms is its simplicity and ease of deployment. Heroku offers you a ready-to-use environment which is more beginner-friendly and can be easier for startups with small teams as compared to AWS. The YC Startup School helped us get $20,000 in credits for the tool.
Google Cloud Platform (GCP): Google offers anyone wishing to explore its cloud platform $300 in credits and over 20 free services. We use GCP extensively for our AI and ML needs as well, in addition to infrastructure hosting. A direct application to GCP for Startups also helped us secure $20,000 in credits.
Digital Ocean: This tool is known for simplifying the process of deploying servers to the cloud. Their USP is clean and simple UI, API, and Docs as opposed to GCP and AWS which can be quite overwhelming for small teams. We got credits worth $10,000 for Digital Ocean via the YC Startup School.
SaaS Stack for Project Management
Linear: We moved from Jira to a swift developer ticketing tool Linear, which comes with a generous free version. The free version has no limit on the number of users (huge plus point for startup teams) even though you can track only up to 250 issues at a time. We like Linear because of its (extremely) fast speed and lean UI.
Notion: We use Notion extensively for roadmap planning and keep all our PRDs in it. It also doubles up as the company wiki for storing and sharing important information. You can easily get ‘Notion for Startups’ with $1000 of free credits if you are part of one of their partner accelerators or VC firms. If not, you can get the same offer by purchasing a Notion plan at Product Hunt Founder’s Club. ($1,000 worth of credit via Founder’s Club)
SaaS Stack for Website Development & Optimization
Webflow: We chose Webflow for developing the OSlash website because of its low/no-code platform which is intuitive and easy to learn. Its in-built SEO capabilities are also a great add-on. For as low as $16/month, you can get a custom domain to host your startup’s own fully-functional CMS powered website.
Google Analytics: Our go-to tool for website data analytics, the free version of Google Analytics offers everything a small business or startup needs. You can analyze all website data for a volume of up to 10 million hits per month (which is fairly decent) and integrate it with Search Console, AdSense, and Adwords too.
Content
Ubersuggest: Ubersuggest is an all-in-one content management tool that helps us out with website audits, keyword research and ideas, backlinks data, content ideas, and more. One of the few SaaS tools on the list that comes with a lifetime pricing, it offers a steep 90% discount as compared to the likes of Ahrefs, Moz, and Semrush. We found a lifetime price of $120 for managing up to 3 websites too good to resist and recently added the tool to our SaaS stack.
SaaS Stack for Marketing
Customer.io: At $150 a month, this email tool may be a little pricey for early-stage startups. However, it has simplified our marketing team’s lives by helping us automate and schedule transactional emails, workflows, as well as broadcast emails without hassle. And it integrates nicely with our marketing tech stack including Segment, which is a huge bonus.
Canva: If your team does not have a dedicated graphic designer, Canva can be a great design tool to churn out social media posts, blog graphics, email graphics, promotional website banners, and other web-assets without much hassle. It is completely no-code, is super easy to learn, offers thousands of templates & free design assets, and you can collaborate on designs in real-time. As you expand and wish to publish designs directly to social media or create approval workflows for designs, you can consider upgrading plans.
SaaS Stack for Sales and Customer Success
Airtable: We started out by managing all our customer interactions and CRM activities in Airtable’s powerful spreadsheets, having received $2,000 worth of credit via “The Secret”.
Freshsales: Freshsales is a CRM that offers all basic functionalities for free — you can use it for maintaining and managing the accounts of your customers, track lifecycle stages of contacts, and service them using built-in chat, email, and phone support. Ideal to get started when you have a low volume of contacts and accounts to manage.
Freshsales is a product from Freshworks, a business software behemoth that also boasts a popular startup program. As a part of the program, eligible startups can receive up to $10000 in credits on the Pro plans for various Freshworks’ software, along with access to their mentorship platform, FORGE.
HubSpot: For teams just beginning with their CRM efforts, HubSpot’s free CRM tool is also a great risk-free choice. Plus the tool lets you prospect, collect forms, create tickets, manage ads, and run automations on customer data from a single dashboard. As you build up your sales and marketing efforts, you can upgrade plans or switch to another CRM.
Intercom: We use Intercom for customer support at OSlash because of its ease of use. If you have a website and an app, Intercom will let you easily integrate them both and quickly respond to customer issues or bugs via emails or in-app messages. Its Early Stage Academy offers eligible early-stage startups advanced Intercom features at a 95% discount.
Typeform: We are fans of Typeform’s beautiful designs and intuitive UI. We use it extensively at OSlash to create and manage forms for customer surveys and user feedback etc. Their startup program will let you avail 50% discount for 6 months on any plan.
SaaS Stack for HR, Finance, and Accounting
Freshteam: Our HR and TA cannot imagine working without the simplicity Freshteam has lent to our hiring and employee management verticals. Its LinkedIn integration lets us post new job openings on the go, and we can manage email applications in a shared inbox directly inside the tool. The free version is quite limited but may be a good starting point for early-stage companies.
Stripe: When it comes to processing subscription payments in USD, especially for clients located in the US and Europe, Stripe provides one of the simplest platforms in the industry. Chargebee is another great alternative to consider.
Quickbooks: Quickbooks pretty much boasts a monopoly in bookkeeping software. You can get started with basic bookkeeping for as low as $12.50 per month and even add their payroll software to the bundle for creating an all-in-one economical accounting package for your company. They offer a free trial for 30 days and 50% discount if you commit to using the tool for 3 months right away.
Razorpay Payroll: The biggest advantages of using RazorpayX Payroll for us have been automated compliances in matters of taxation and other statutory filings related to payroll at no extra costs. The portal is self-serve, which means your employees can also mark attendances, apply for leaves, claim reimbursements, and access their payslips — all from one software. You can do all this for less than $1.5/month in India. By being part of the Razorpay Rize platform, you can also avail 3 months free payroll.
SaaS Stack for Analytics & Data Science
A key takeaway before building your data and analytics tech stack is: The lesser the data you process, the lesser the expenditure you incur. You should use these tools judiciously to process only the necessary and relevant product/user data in your data pipeline. This has the twin benefits of not violating privacy concerns and keeping your data processing costs low.
Mixpanel: We started using Mixpanel for gaining top-level product insights. Their free plan offers insights for upto 100,000 tracked users per month. Eligible startups can also get $50,000 in credits towards the Mixpanel Growth plan for one year.
Segment: We use Segment to collect events and feed product usage data into various other tools such as Mixpanel, BigQuery, and Customer.io to name a few. You can get 10 seats and track upto 1000 users a month for free. SaasBOOMi helped us obtain credits worth $50,000 for Segment. And they also have a startup program that offers eligible startups $25,000 in annual credit toward their monthly Team plan.
Power BI Pro: Microsoft’s Business Intelligence Platform, Power BI Pro lets you easily collaborate on and share data visualizations within and outside your company so that you can use these insights to take better decisions together. We applied to the Microsoft Startup Program and got a Power BI Pro License worth $2340 through the same.
Google Cloud Platform (GCP)/BigQuery: GCP helps us with our AI and ML efforts by allowing us to create data insights and APIs. You can get $100,000 in credits across GCP services via Google’s Startup Program. Within the GCP, BigQuery forms the basis for creating our data science models. BigQuery charges for data storage, streaming inserts, and querying data, but loading and exporting data are free of charge. It offers a pay-as-you-go model costing $5 per TB where the first terabyte (1 TB) per month is free.
Team Collaboration and Communication
Slack: Slack is fast becoming the default way to communicate and collaborate within and across teams. It has a free tier and the Pro plans are also quite affordable even for early stage companies. We wrote to Slack’s Sales team requesting free licenses as an early-stage startup and they were kind enough to offer them to us.
Loom: Since a good part of our team is remote, we need async communication tools to work better. Loom helps us share video messages complete with screen recordings and has become the default way of reporting bugs and customer issues within the team. We use the free plan as it meets our everyday needs with limits of up to 25 videos/person and up to 5 mins/video.
OSlash: OSlash uses OSlash so much that it has become our way of life, something we did not expect while dogfooding the product in the initial days. The team creates Workspace shortcuts extensively to keep everyone in loop about important updates. And we also like using Private shortcuts to manage all our personal links seamlessly. Oh, did we mention OSlash is free for small teams of up to 5 users?
Calendly: Scheduling one-on-one meetings without indulging in back and forth regarding availability — this is the primary reason we use Calendly at OSlash. We mostly use it in individual capacity (for free) as opposed to getting the entire team onto the tool.
Zoom: o/allhands and o/daily-standup are just two of the most-widely used Zoom shortcuts in our company. Zoom is terrific for virtual meetings with remote or distributed teams. The audio and video quality is great even on the free plan and the attendee limit of 100 users per meeting is what most early-stage startups can easily live with.
Google Workspace: Google's G Suite is incredibly affordable at $5/user/month for the basic plan. An office suite, an email client, file sharing, video meetings (Google Meet) and other collaboration features such as Drive and Chat are included.
Miro: Miro’s free whiteboarding tool offers our dev team the priceless ability to collaborate with potentially unlimited team members (even if the number of editable boards is limited to three). It also offers all important integrations such as with Zoom, Slack, Zapier, Google Drive, Figma and more for faster workflows.
SaaS Stack for IT, Compliance, and Security
Iubenda: Iubenda is an excellent service to make sure your website and app is compliant across multiple countries and legislations. For $129 a year, you can make your website’s privacy policy, cookie policy, and terms & conditions legally compliant across the globe. We obtained $600 in credits for Iubenda via the ‘Founders Club’.
1Password: We use 1Password for securing and sharing passwords within internal teams. If you purchase a plan for your team via the “Founders Club’, you can get $2000 in credits or six months free.
JAMF: Since we all use Macs at OSlash, we decided to adopt JAMF for device management and enforcing key security requirements such as password locks and hardware encryption. Basic plans start at $4/user and let you manage up to three devices for free as well.
List of startup programs that offer discounts
Now that our SaaS stack is public, we would also like to share with you the list of startup programs that offer great deals and discounts on these (and many other) software tools.
We hope they will make it easier (and cheaper) for you to set up your own SaaS stack.
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We were able to get the above tools for free by asking nicely and also using the self-hosted version, which is not advertised.
We got combined savings of $406,210 over two years with the ability to test and experiment as much as we need without the constraint of spending.
While no living document like this is ever perfect, this is the current collection of resources we have been using at OSlash. Please note that all these deals and discounts are updated as of June 2022.
If you have any suggestions, please email us and we will add them to the list.
Although it sounds unbelievable, a leaky credit card expense can cause a serious dent in your funds. So, watch your cash flow obsessively.
There is no one size-fits-all when it comes to building the perfect SaaS stack. With the wide array of options available, it can be tough for startups to make this decision. But remember that your SaaS stack does not have to be the fanciest to get the job done. So, don’t spend a lot of time and energy on figuring out the best tools right at the start. Focus on building the best product or service you can. The rest will follow.
Overview of the OSlash SaaS stack
Product and Engineering
Project Management
Website Development and Optimization
Content
Marketing
Sales and Customer Success
HR, Finance, and Accounting
Analytics and Data Science
Team Collaboration and Communication
IT, Compliance, and Security
If you are interested in what we’re building here at OSlash,
why not give it a spin?
Encourage healthy habits with the 2022 habit tracker
How to fast-track SOC 2 compliance for your startup - The Ultimate Guide
Bonus: Get a handy checklist of questions to prepare faster for your SOC 2 audit.
Acquiring SOC 2 compliance is critical even for early-stage startups to avoid potential loss of business. The process is far from easy but you can get certified as fast as we did by following our founders’ guide to SOC 2 compliance.
Introduction
As our world has gone increasingly online, so has our data. With this, the risk of it getting into the wrong hands has risen manifold.
As recently as June 2021, LinkedIn saw a breach that left the personal data—names, emails, geolocation, and more—of its 700 million users up for sale in a Dark Web forum. It exposed its users to a deluge of potential cyber attacks.
Such security threats exist not just for individuals but also for enterprises, especially those working with third-party vendors (such as SaaS providers). If third-party vendors mishandle data, enterprises stand vulnerable to serious security issues such as theft of proprietary secrets and intellectual property, extortion, and installation of malware and viruses.
No company wants to take information security lightly. No company wants to work with a service provider who cannot guarantee the safety of their data. This is where SOC 2 compliance comes in.
And this is why we wrote a guide to help you understand all about SOC 2 compliance and how to achieve it fast, just the way we did.
What is SOC 2 compliance?
SOC 2 (Service Organization Control 2) is an auditing framework and a voluntary compliance standard applicable to SaaS and other technology service companies that store client data in the cloud.
The framework, developed by the American Institute of CPAs (AICPA), defines a set of criteria for effectively and safely managing this data. The benchmark is accepted globally.
A company that is SOC 2 compliant ensures that its controls and practices protect the privacy and security of customer data. It therefore earns not just the business but also the trust of its client organizations.
Why does a startup need SOC 2 compliance certification?
If you’re building a startup, you already have more than enough on your plate—from hiring the right candidates to finding a product-market fit and accelerating growth.
You might be wondering if acquiring SOC 2 compliance is as critical at such an early stage.
And the short answer is yes, it is.
Here are the top 3 reasons why SOC 2 certification is a must-have, even for early-stage startups:
- Demand. Your customers will require the SOC 2 compliance to trust you with their data. Enterprise-level clients will be ready to work with you only when their security concerns are addressed. You could lose prospective customers and big business if you’re not SOC 2 certified. Likewise, you can scale your revenue and growth faster by attracting potential clients with your compliance.
- Reputation. SOC 2 certification is synonymous with accountability and reputation. The U.S. reported its highest number of data breaches—1862—in 2021. The LinkedIn example shows how data breaches can erode trust and cause the reputation of a company to plummet, all while resulting in significant legal issues and reparation fees. No company would want to risk such damage willfully by working with a non-SOC 2 compliant vendor.
- Security. SOC 2 compliance at an early stage helps establish a security-first culture that trickles down to every department in the startup. Think of your development team building a more secure product, your marketing team complying with various data privacy laws, and your IT team ensuring security of all your systems right from the get go. Think also of the time and money you’ll save by pre-emptively dealing with security threats instead of addressing them later after the damage has been done.
What kind of startups need SOC 2 compliance?
If your startup provides technology services, including B2B SaaS and cloud computing, you should invest in SOC 2 compliance. While the certification is not legally mandatory, it is advantageous (and almost essential) considering the reasons above.
What are the SOC 2 compliance criteria?
Despite being a compliance standard, SOC 2 does not prescribe a set of processes, tools, or controls to be applied.
Instead, it lists 5 criteria — the Trust Service Criteria (TSC) — that a company should aim for in order to ensure information security. The companies are free to adopt the security practices and implement the controls that they like.
The 5 TSC are: security, availability, processing integrity, confidentiality, and privacy.
Out of these, only one (security) is a must-have for your SOC 2 compliance report. The rest are optional and can be included in the audit based on the stage of your startup and the category of services you offer.
Here is a glimpse of the 5 TSC:
Security
A must-have for every SOC 2 audit, especially for early-stage startups, security criteria will include measures to safeguard your data and apps from cyber threats.
Availability
As the name suggests, the Availability criteria deal with operational uptime and performance standards. You can opt for these in case your customers require reassurance about avoiding downtime, having adequate backup plans, and ensuring that data recovery systems are in place in case of an emergency.
Processing Integrity
Processing Integrity criteria will be vital in case you have clients that demand accurate, reliable, and timely processing of data (such as a Fintech company).
Confidentiality
If you work with customer data that is covered by a Non-Disclosure Agreement (NDA), you’ll need to include Confidentiality criteria into your assessment. This showcases your commitment to safeguarding confidential information such as intellectual property, proprietary/business-sensitive details, and financial information etc. disclosed to you by your clients.
Privacy
Privacy criteria should find a place in your SOC 2 report in case your clients store Personally Identifiable Information (PII) such as medical records, birthdays, employment data, social security numbers etc. This demonstrates that you have controls in place to protect such data from breaches and unauthorized access.
What is the difference between SOC 1, SOC 2, and SOC 3 reports?
You may have come across various kinds of SOC reports on the internet. They include SOC 1, SOC 2, and SOC 3.
Here are the key differences between them:
What is meant by SOC 2 Type I and SOC 2 Type II compliance?
Not only are SOC 1, 2, and 3 reports different from each other, there are two different kinds of SOC 2 Compliance Reports as well.
While the SOC 2 Type I report signifies that security controls are in place at a particular point in time, the Type II Report validates the presence of the controls over a period of time.
In order to achieve the SOC 2 Type II certification, you have to ensure that the controls are being operated over three-six months for the first audit and over one year for the following audits. Yes, monitoring continues even after the first audit as your SOC 2 Type II compliance needs to be renewed every 12 months.
Tip: The Type I certification can be a good (and relatively inexpensive) starting point for your startup. But as you scale and expand, it’s likely that your clients would require you to produce the more stringent SOC 2 Type II certification as a proof of continued compliance and commitment to their data security.
How to achieve SOC 2 compliance as fast as possible — an overview
While it may take you anywhere between 2 weeks to a month to get your certification once the audit is complete, the preparation phase for achieving an SOC 2 compliance lasts considerably longer, depending upon the nature and scope of compliance you opt for.
1. Identify the type and scope of compliance
Now that you know what TSC are, you should decide which ones are most relevant for your business. These will be the scope of your audit report. You should also decide whether you need a Type I or a Type II compliance audit.
If you choose to go ahead with the Type II audit, remember to take into account the longer timelines associated with it.
Example: If your clients need a 6-month Type II report (evidence that your controls have been in place for 6 months) and your team needs 4 months to prepare for the audit, you’ll need to wait 10 months before you can start the audit. The wait gets even longer if your client needs a 1-year Type II report.
This is why it’s important to get started on your SOC 2 compliance as soon as possible, ideally long before requests for reports start coming in from your customers.
2. Choose a compliance platform for automating processes
Imagine manually scouring through every machine, every system in your company to gather the evidence of SOC 2 compliance. And then painstakingly uploading it for your auditors.
You probably won’t be able to get back to running your primary business anytime soon.
This is what makes a compliance platform indispensable. It can help you automate evidence collection, preparation of policy documentation, and security monitoring for smoother audits.
A good compliance platform is one that integrates seamlessly with your existing security tech-stack (and has the potential to adapt if your tools undergo a change in the future). This is essential for it to automatically and continuously gather monitoring information from your data systems to assess the status of your security measures.
To ease this step for you, here is a list of some compliance platforms to choose from, complete with their advantages and limitations.
3. Sign up an audit partner
After setting up your compliance tool, you would need to choose your auditor.
Your audit firm should ideally be a licensed CPA firm that specializes in information security and fulfills basic accreditation criteria such as being registered with the Public Company Accounting Oversight Board.
It is likely that your compliance platform has a list of partner firms to choose from or can recommend to you one that fits. The suitability of the firm will depend on the stage and maturity of your startup, your budget, as well as the relative experience of the firm in dealing with your industry and/or product.
4. Conduct an internal risk assessment
The preparation phase of SOC 2 compliance begins with a financial risk assessment. Together with your audit partner, you will quantify risks related to each Trust Service Criteria and identify if your existing controls are effective. This will help you discover vulnerabilities and potential hazards to your organization in case of a data breach etc.
Automated compliance platforms help in making most of this process painless.
5. Have a robust security stack in place
Once you have the compliance platform and the auditors figured out, you can get down to building up your security stack. Chances are you already have one in place, but it may be lacking the tools that will fetch you your SOC 2 compliance certification.
How will you know which tools are missing, if at all?
Your compliance platform will answer that for you by pointing out the missing security layers in your existing stack. Broadly you need the following types of tools to be SOC 2 compliant:
- Firewall
- Employee background verifier
- Vulnerability scanner
- Password manager
- Antivirus on all company assets
- Some form of MDM tool to manage every employee’s company assets
6. Establish audit readiness by closing security loopholes
Audit readiness is where the bulk of your and your team’s efforts will go during the SOC 2 compliance preparation.
After the internal risk assessment is complete, you’ll have identified some gaps based on existing and potential security threats. It is likely that you have some security controls already in place.
You will establish audit readiness by remedying these gaps and bolstering controls wherever required, as per the TSC you have chosen.
Or, if you’ve implemented the second step of outsourcing it to a compliance platform, you can simply sit back and relax as the software does all the grunt work for you — from writing policies to implementing the right controls.
Tip: Be mindful of the common security issues that can often surface while conducting audit readiness, including
- Defining core policies around data protection in the company
- Conducting adequate employee background checks
- Ensuring security compliance agreements are signed by all employees onboarded
- Creating strong password policies, access controls, and authentication procedures for accessing sensitive data
You should maintain the controls and processes in place right upto the official audit, especially in case of the SOC 2 Type II audit.
7. Write your SOC 2 security system description
After you’ve complied with all the above requirements of the audit, the last step is to write a security system description and submit it to your auditors.
Now you might ask us, What’s a security system description?
Simply put, it is a description or summary of the company and its systems. These are the components that you have in place to be able to carry out your business.
What does it include?
All the details regarding your company’s
- Infrastructure: the computing hardware, software, and SaaS components used in the infrastructure of your systems.
- Product or service: how your product or service is used, service level agreements, sporting databases, and applications
- People: which departments, functions, and teams support your product or service, including third-party vendors
- Customer data: the kinds of data that come into and move out of your product or service systems, its journey, controls in place to protect it against unauthorized access, and other risk mitigation measures
- Operations: the auditor’s opinion on the safety of the operations and protocols involved in delivering your product or service to your clients
For a detailed overview, check out this help article.
8. Receive your compliance certification
Once you hand over the system description to your auditors and give them access to your compliance platform, you are basically through with the process, at least for achieving SOC 2 Type I certification.
For the Type II certification, you need to ensure continuous compliance and leave controls in place over a six-month to one-year period, depending upon the choice of the observation period you made in step 1.
That’s it! You should receive your compliance certification once the observational period is over.
9. Share the good news with your (prospective) clients
As you celebrate becoming SOC 2 compliant, don’t forget to share the good news on your website, social media, newsletters, and basically everywhere else your (prospective) clients can get to see it. And where they can use it to trust you with their business.
It’s a laurel to flaunt. Trust us, we know ;)
How much does the SOC 2 compliance cost?
The cost of SOC 2 compliance for your startup will depend on a number of factors, including
- The scope of your compliance (TSC)
- Salaries for consultants (if you choose a consulting firm for compliance)
- License fees for compliance software (if you automate compliance)
- Your audit firm and their fees
- Miscellaneous legal fees
- (Cybersecurity) training for your team
- Cost of building up your information security architecture
- Renewal fees (recurring)
The total cost of SOC 2 compliance can be broken down into four phases (these are estimates).
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As such, you can expect to pay anywhere between $50k (when automating compliance) to $200k (when not) for attaining your SOC 2 Type II compliance.
That’s it! This is the entire process for achieving the SOC 2 compliance for your startup. It’s a lot of effort whether you hire a consulting firm or do it on your own using automation software. You’ll need time, patience, and financial resources.
But it will all be worth it when your next big client asks you if you’re SOC 2 compliant.
We promise!
We hope we have answered all your questions regarding SOC 2 for your startup.
And while you’re here, let us throw in a superfast way for you to bypass your busywork!
OSlash your everyday links to everyday words
If you are interested in what we’re building here at OSlash,
why not give it a spin?
How to radically level up your sales career—top advice for SDRs from sales leaders
Bonus: Get a list of 50 cold email subject lines to smash your open rates & conversions
Rise to the top of your career with proven tips and tricks on everything Sales.
Read these 11 unconventional pieces of wisdom shared by top sales leaders.
As a Sales Development Representative (SDR), chances are you’ve heard some version of the following story.
Two shoe salesmen go to a remote island to break into new markets. After a few days, one salesperson calls the office and says, ‘I’m on the next flight. Can’t sell shoes here. Everyone goes barefoot.’ The other salesperson sends an email to the boss minutes later: ‘Get ready! The prospects are unlimited. Nobody wears shoes here!’
Why is this story important?
Because it illustrates the greatest hack for growing as an SDR: attitude.
According to Lori Richardson, a thought leader on B2B front-line sales growth, attitude is one of the few things one can control, 100%, in a selling or SDR/BDR role.
“I can stop making excuses for Q2, or the first half of this month, or for my lack of interest in this role. I can be the CEO of my role.”
While attitude is important, it certainly is not the miracle drug to level up your career as an SDR.
We bring to you 11 unconventional pieces of wisdom from veteran sales leaders that will enable you to stand out from the competition and accelerate your ascent to the top.
Let’s get started!
1. Be fearless: Jon Dion, VP Sales at Auditboard
As the VP of Sales at Auditboard, one of the most frequently asked questions Jon encounters is about the qualities of top Account Executives or future sales leaders.
While he has a ton of advice collected from sales experience that spans close to a decade, some of his top recommendations include focusing on revenue-generating activities, cultivating the ability to inspire trust in people, and being fearless.
“There's a difference between trying to win the game, and not trying to lose.
Reps not trying to lose focus on things like what their Business Development Representative (BDR) is doing, what other reps are doing, what their Chief Revenue Officer (CRO) is doing with territory changes, and not making mistakes. They're playing defense. Reps focused on winning know a TON of customer stories, know the product better than their peers, have a POV to present the customer, like making friends at the C-level, and so on. They're playing offense.”
And he’s not the only one to feel this way.
A very popular quote by George Addair, founder of The Omega Vector, goes: “Everything you've ever wanted is sitting on the other side of fear.”
2. Authenticity trumps everything else: Michael A Rosenberg, VP of Sales at RocketReach.co
When we reached out to Sales expert, Michael A Rosenberg, to know the one hack that would enable any future sales leader to radically level up their career, he was brutally honest.
“There is no silver bullet for anything. Many people are looking for the "answer" to sell and there just isn't one for almost any situation.”
There is however one thing that worked for him throughout his long career in sales (over 14 years in impressive roles with companies such as Square, WorkWave, and now RocketReach, among others).
“I've always felt authenticity does it for me. When you have a conversation with a family member or friend, and convince them to do something (sell) you don’t speak in a higher pitched voice, you don't use jargon, you are yourself "
This is often the golden rule for reps to remember. Trying too hard can make you come across as too pushy or too sales-y.
Michael emphasizes that it’s essential for him as a salesperson to believe in the product and definitely need to know it will work for the prospect.
“It's why our discovery call is actually called a Fit Assessment, to ensure that we fit, that I solve an actual problem. Not all are like that, but I'm not the type of person who is going to be selling ice to an eskimo.”
3. Indulge in some self-deprecation: Charlie Locke, Head of Sales at Circle and Co-founder of SDR Nation
As Co-founder of SDR Nation, a membership community meant exclusively for SDRs, Charlie is passionate about helping SDRs nail their job and get promoted. So much so that this mission statement is also his LinkedIn headline.
In one of his letters to this community, Charlie shares a classic, timeless piece of advice for SDRs on how to build a rapport with their prospects.
“Everyone talks about the importance of rapport building, but they rarely talk about the how. It tends to simply be a throw away tactic, something you have to do before you segue over to business. And guess what, if you treat it as such, it comes across super inauthentic (and you would be better off simply not doing it at all).”
When I'm building rapport, I'm trying to humanize myself in a truly authentic way, by being relatable. I want them to know I'm a real person with flaws and all, not some perfectly polished sales bro.”
He adds:
“The art of self-deprecation (making fun of yourself) is the answer. Self-deprecation has been used by speakers, comics, and sales people for years as an icebreaker, because it's very easy to do…and is always authentic.”
He then gives an example of an unconventional cold call for SDRs to become more relatable:
Buyer: "Hello?"
Seller: "Hi Janielle, it's Charlie here from SDR Nation how are you?"
Buyer: "Um, I'm good. How are you?"
Seller: "I'm OK I guess, my 4 year old decided to wake up the entire family this morning at 5:30AM so I'm a bit tired to say the least! hehehe... The reason I'm calling is…"
This helps because it shows the buyer that you’re not perfect, nor trying to be. You’re human, just the way they are and you go through the same highs, lows, challenges, and struggles of everyday life. The self-deprecation makes you more relatable and more trustworthy.
4. Stop shooting over proposals: Nate Stoltenow, CRO & Founder of Humble Co.
From being an Account Executive at the Sundance Film Festival to climbing the corporate ladder right up to being the Vice president of Sales at Expert Voice, Nate has donned many hats in the sales profession.
He is currently also Sales Advisor to many B2B companies including Plena, Nivati, and OTW Safety, in addition to being Founder and CRO of Humble Co., a B2B Sales Agency.
His one piece of advice for SDRs, especially those selling complex services, products or SaaS is to be in the driver’s seat, always and leave money on the table, never.
For this, he suggests two things:
1. Stop ‘shooting’ over proposals
“Often I hear salespeople say this post demo: ‘I’ll shoot over a proposal for you this afternoon. When would be a good time to follow up?’
Next time, try this: ‘I can have a proposal together in the next two days. Does Tuesday at 2pm work to review it together? Pull up your calendar and let me know if that time works’.”
2. Schedule a ‘back stop meeting’
“At the end of your proposal review meeting – start implementing a ‘back stop meeting.’
Here’s what you can say: ‘Sounds like it’s going to take a few days to review this proposal. Let’s talk at the same time on Tuesday so we can cover any questions or concerns that might arise between now and then.’
A back stop meeting helps ensure you don’t chase.”
to ace your sales role?
5. Be paranoid about your demos: Florin Tatulea, Head of Sales Development at Plato
As someone who successfully went on to become an AE and Sales Manager from a founding SDR at Loopio within a span of 6 years, Florin is well-positioned to dispense insider tips on sales career growth.
He believes that there are “a number of things top reps do well that are not always very evident or discussed in onboarding, sales training, or in your sales methodology.”
And one of them is being paranoid about their demos happening.
“They don't just assume that prospects are going to show up. They have a diligent process to engage with prospects between the time the demo is booked and it occurring.”
He advises SDRs to take care of these three touchpoints when the demo is one week out.
- Summary email of their initial discussion
- One email providing a piece of content that’s valuable with no ask
- Email intro to the Account Executive a day before the demo
6. Book your meetings for sooner: Tito Bohrt, BDR/SDR Advocate
A BDR/SDR advocate, Tito Bohrt is the CEO of AltiSales, a company that aims to offer world class training to SDRs and execute sales development for organizations.
After analyzing 6414 meetings, one of his top pieces of advice for SDRs is to book their meetings for sooner.
7. Invest in self-education: Richard Harris, 2021 & 2022 Salesforce Top Sales Influencer To Follow and Founder, The Harris Consulting Group
With over 25 years of sales’ experience under his belt, Richard Harris is one of the most reputed names in the industry.
He has been conferred with various tokens and awards over the course of his career including being crowned the Top Sales Leader five times by The American Association of Inside Sales Professionals and the Sales Leader to Follow, twice, by Salesforce.
He shares his biggest pointer for aspiring sales leaders: Invest in self-education.
Many organizations don’t possess the infrastructure to teach their SDRs everything they should know. Especially smaller teams find it hard to dedicate as many resources to sales development.
So it’s essential that the initiative comes from the reps themselves. It is on them to ask questions, seek information, explore educational resources, engage and interact in networks, and build their skills so that they can not just survive but also thrive and reach the next stage of their careers.
8. Have people in your corner: Sarah Brazier, Account Executive at Gong
Having transitioned from an SDR to a Mid-market Account Executive within a span of three years, Sarah shares how having people in her corner made all the difference for her.
In a LinkedIn post, she describes an incident that happened while she was running a Proof of Concept (POC) trial for Gong at a company. The company ended up making a leadership change right when her deal was all but done.
Sarah had been nurturing the account for a month, sharing how-to’s, tips, articles & best practices for her target audience, and building their trust.
She had involved everyone on the trial, single-threading power-users and customizing their instances to know the impact of having/not-having Gong for them.
Unluckily, the new leadership knew nothing about this project.
“Overnight, my deal that was a sure-thing became a best case at best.”
So, what did she do?
“I went to my power users and asked them if they'd feel comfortable advocating for Gong to the new leadership.
They said yes.
Suddenly, instead of having one champion, I had dozens.
It still took a while to close the deal, but with some elbow grease and internal support, we got it across the finish line.”
The lesson? Have not just one advocate but many to get the best possible outcome.
9. Do $100 favors: Sam Nelson, SDR Leader at Outreach
While making calls and demos all day long can seem like a lonely job, sales is anything but a solitary profession.
Sam Nelson, SDR Leader at Outreach emphasizes this with his tip:
“Every time it is easy for you to do something that is worth at least $100 to someone else in your company, do it.
In sales you will notice a lot of opportunities to help a co-worker out and make them money through very little effort on your part. Some examples are sharing useful information, advice, or making an intro. Acting on these is a quick way to improve your happiness, the company culture, company value, and your own success.”
10. Keep growing your average deal size: Ryan Walsh, CEO at RepVue
Prior to leading RepVue, Ryan Walsh spent 17 years in sales — selling, leading sales teams, and mentoring sales professionals.
He believes that as SDRs advance in their sales careers, it is essential to look for roles where the average deal size is growing.
“You're not going to be able to break the $1M barrier closing a bunch of $3k annual deals. But that's also a gradual thing – if you're doing $3k deals now, look to parlay that into your next role where you're selling $15k deals, then $65k deals, etc.”
He adds:
“Another consideration is the sub-industry. We've seen some meaningful increases in compensation in the cybersecurity space over the past year. First of all, many of these opportunities do come with big deal sizes, (selling to the enterprise), and second, you just need to watch the news. A data breach or similar issue has huge consequences, and I think it's been prioritized for many large enterprises. Prioritization = budget. Budget = spend. Spend = commissions.”
11. Stand out from your competition: Dailius Wilson, CRO at Payble
Dailius Wilson is a sales professional as well as LinkedIn influencer most famous for posting one brand new tip around sales everyday. He has experimented with a wide variety of sales roles over the years, from advisor to entrepreneur and everything in between.
No wonder his LinkedIn is a goldmine of advice, especially for new SDRs.
In one of his posts, he stresses how crucial it is for SDRs to stand out from the crowd. And he suggests ten simple ways to do this.
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If you are interested in what we’re building here at OSlash,
why not give it a spin?
Get StartedText Expander 101:
A definitive guide to everything you need to know in 2023
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Bonus: Learn how to write powerful cold emails that invoke the right response—without spending hours. Get our in-depth analysis of the best-performing cold emails together with customizable templates and more. Download the OSlash cold emailing ebook today.
What is a text expander?
A text expander is a productivity tool that lets you eliminate repetitive typing tasks.
It saves you bucket loads of time by allowing you to insert phrases, sentences, and long blocks of text you use often, using simple keyboard shortcuts or abbreviations.
It’s a neat hack: You key in a short, oft-used phrase such as lmk and you’ll see it expand to let me know, in a jiffy. You can also save longer chunks of text. This can be something like o/address to fetch your address in an email or message.
These frequently-used texts are often referred to as snippets. With snippets, you no longer have to type the whole thing from scratch and can let the text expander work its magic instead.
Of course, there can be no proper output without the right input. You’ll have to put in some effort and set your text expander up to perform these tricks. But think of it this way, you’ll be investing a few minutes of effort and saving yourself many, many hours of busywork in the future.
A pretty good deal, isn't it?
Why do I need a text expander?
I think everyone needs a text expander. We all deserve to make the best use of our limited time on the planet, don’t we?
On a more serious note, it is because a lion’s share of communication today takes place in writing.
Think of your average weekday. You get up and steal a glance at your WhatsApp or Twitter notifications. There’s almost always something awaiting your reply. As you get ready for work, your Slack buzzes with a new message notification and emails start pouring into your inbox. Answering all of these things will require you to type. And some of them will require you to type the exact same thing many times over.
Why waste precious time doing that daily?
It is worthwhile to delegate typing to an assistant so that you can focus on more meaningful work. A good text expander can be just that.
It can be particularly useful at work. Imagine typing out long chunks of repetitive text—customer support responses for hundreds of interactions; long pitch emails, outreach emails, and follow-up emails, product and company descriptions for landing pages of partner websites, rules and procedures for dozens of departments in a company…without a text expander.
I guess no one will ever get much done, except typing.
You could be looking at seven to eight hours of essentially unproductive activity every month. That’s the length of a full workday.
Don’t emails and messages that write themselves look extremely good, right about now?
Getting started with a text expander: Terms to know
By now, you understand the basics of how a text expander works.
Before we dive into the details of creating your first snippet, here are some terms that will help make the journey smoother.
- Shortcuts (or abbreviations): These are the trigger keywords that you can assign to blocks of text you type frequently (snippets). As soon as you type a shortcut, your text expander app will automatically convert it into the full-fledged block of text.
- Snippets: As described above, a snippet is a piece of text you can replace with a shortcut. It can also include images, screenshots, special characters, emojis, links, lines of code, and more. All you need to do is type it out once, designate a shortcut for it, save it in your text expander, and you’re all set.
- Macros: A macro is a piece of dynamic code or a built-in syntax that can automate repetitive functions within your snippet. You can use macros, for example, to pull in today’s date, fetch text from your clipboard, create custom keyboard shortcuts, etc.
- Delimiter: A delimiter is a character that triggers your snippet into action. Once you type the delimiter, the text expander recognises it as a cue to transform your shortcut into its corresponding snippet. It’s also useful to avoid your snippets from triggering accidentally when you don’t want them to. Delimiters can be special characters or symbols or an extra letter appended to your shortcut.
Example: If o/intro is your shortcut for an email introduction snippet, then o/ is the delimiter. Likewise, if demo is your shortcut for the line “Book a demo on oslash.com/demo”, the extra d in front of the word demo acts as a delimiter ensuring you don’t expand the text automatically every time you type the innocuous word demo.
- Variables: A variable is a placeholder for a piece of text that can be automatically inserted into a document. For example, you might need to send 10 personalized cold emails a day to potential customers. In such a case, you can define <First Name> as a variable while creating a snippet for your email text. Then you can customize it to add first names of the respective prospects while keeping the rest of the email body unchanged for each prospect.
How does a text expander work?
Now that you know the elements that make a text expander work, let’s cover the essentials of text expander mastery.
Creating your first snippet
With a good text expander tool, your snippets can be a lot more than simple text. Snippets can include images, your favorite emojis, formatted text, dynamic variables, lines of code, and more. They can be used no matter where you work.
To create your first snippet, you’ll need to get a text expander. Check out our recommendations of the top 10 text expansion tools below for a quick comparison. Once you have the right app, all you need to do is to identify some common chunks of text you type often, add them to the app, set up a trigger shortcut, and save it to your snippet library.
Here are the kinds of snippets most text expanders support.
1. Simple, static text snippets
You can insert textbook replies on Slack for commonly asked questions.
o/ty can be “Thanks a ton for all the help. Really appreciate it.”
2. Snippets with URLs
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These days most of the information exchange happens via links because that has become the default place of work. Everything important is a URL, and fortunately, snippets can expand texts to include the destination links of the webpages you want.
o/product-intro can be used to say “Thank you for your interest in what we’re building. To know more about it, please check out our product demo and intro video.”
Snippets can include links to your calendar, to the product deck, or to a marketing video, so you can repurpose the content without making any tweaks at your end.
- Snippets with images
Text expanders bring with them endless customization options so you can format the text as well as include images where you need to.
Images and screenshots are especially helpful when responding to customer queries. They work well as you guide a user through a series of how-tos while answering FAQs.
- Dynamic snippets with variables
To allow endless customization and personalization, snippets can be dynamic in nature.
You can simply insert variables wherever they are required while creating a snippet. While using the text expander, all you’d need to do is replace the variables with actual names of the people or their companies and you’ll be good to go.
Using macros
Simple and static text snippets help you type the exact same text without variation, every time you need to. Macros make your snippets customizable by automatically pulling in variables such as dates, times, copied clipboard text etc.
Text expanders usually support a number of macros including but not limited to:
- Dates and times
The date and time macros fetch the current date and time and add it to your snippet in a single keystroke, making it easier to update meeting dates, working hours, delivery timings etc. on the go.
- Clipboard text
The clipboard macro summons text you have copied, and pastes it into the desired spot within your snippet. Ditch right click to copy-paste and forget ctrl+c; ctrl+v forever.
- Cursor placement
The cursor macro places your cursor at the instructed point of your snippet after the expansion. It makes typing text between two brackets easier, for example, without needing to backtrack the cursor using the left arrow key.
- Tab key
The tab key macro is useful when you want to insert some text in one field (such as the recipient’s email address in your Outlook or Gmail) and then insert more text in the next field (such as cc and/or subject line) without lifting your mouse or pressing the tab key. It does the heavy lifting for you by automatically pressing tab once you’re done typing in each field. This can make drafting emails and filling forms a breeze.
Inserting snippets wherever you work
- Finding the right snippets
When you work with a few hundred snippets everyday, remembering the exact abbreviations can be a challenge. The good news? You don’t have to. Most text expanders come with powerful keyboard shortcuts to browse through your snippet library for the right one.
You can just start typing in a keyword into the search box and you’ll be shown a list of matching snippets to choose from. In addition to the shortcut names, the descriptions are indexed too, making your search smoother.
- Inserting the snippets via autocomplete (or point and click insertion)
Selected text expanders such as OSlash and TypeIt4Me save you from the hassle of memorizing cryptic abbreviations for your snippets. You can just start typing in the keyword and the autocomplete feature will show you a list of corresponding snippets to choose from. Point or keyboard navigate to the right snippet and click to insert it into your text editor seamlessly.
That’s it. That’s everything you should know before getting started with a text expander.
Now, let’s move on to some advanced use-cases and applications.
Text expander applications in everyday life—Use cases and examples
There are hundreds of creative applications of text expanders in everyday life. From acting as a highly personalized autocorrect app to helping you search frequented websites quickly, text expanders can do it all.
Wondering how to get started? Here are a few ideas for your first set of snippets.
1. Autocorrection
Do you, like one of my friends, often get confused between wierd and weird? Or spell embarrassment with a single r or a single s? English spelling is tricky, to say the least. Typos and misspelled words in business communications can hurt your credibility and brand image, especially if a grammar purist decides to make them go viral.
A good text expander can save you from your 15 minutes of infamy. Add common typos and words you frequently misspell to your snippet library. The next time you make a mistake, your text expander can act as a spell-checker and automatically replace them with the correct version.
You can also consider using text expanders to correct proper names (replacing sandra with Sandra for addressing a colleague, for example) and to add accent marks to foreign words used in English (such as replacing cafe with café).
Pro tip: While it’s a great idea to use a delimiter for most shortcuts, autocorrections work best without one. Your misspelling should be corrected immediately as you type without a special trigger.
2. Email templates
If your job involves sending the same emails to a bunch of different people (with or without customization) every day or answering emails with the same predefined responses, you need a text expander, yesterday.
Typing the same outreach and networking emails, cold sales pitches, feedback requests, recruitment emails, pitch emails to investors etc. again and again is a surefire way to tank your productivity. It can be a huge time sink, especially for people who work with multiple clients—sales executives, support teams, recruitment agents, and others. Even copy-pasting the same text keeps you wrapped up in busywork that accomplishes nothing.
The solution? Email templates that you can reuse at the click of a button or with a couple of keystrokes. With a text expander, you can draft a template for each email that you send more than once and save it as a snippet. Then, you can insert it within seconds, personalize by adding dynamic variables, and get more work done within the same time.
3. Canned responses
The cousin of email templates, canned responses refer to quick, standard, and predetermined replies to a routine question. They’re helpful for companies to answer a high volume of FAQs that require prompt and accurate responses.
For example, a customer support agent may only need to type o/feedback to thank a customer for providing feedback in the chat. The shortcut can expand to a full fledged response:
Thank you so much for your kind words. Making our customers happy is our topmost priority. And we’re immensely glad we could do that. Sending your wishes (and some much-deserved kudos) to our team right away!”
Companies can use text expanders to create a repository of canned responses and let everyone invoke them within milliseconds.
Recommended reading:
What is a canned response? - The ultimate guide with examples
4. Frequent URLs
With an explosion of apps on the browser, every resource and piece of work — from a Zoom meeting to your favorite show on Netflix— lives in a link.
In these times, looking for a specific URL is like searching for a needle in a haystack. To avoid digging through unending email threads and bookmarks for links and open them faster, you can use text expansion.
Example: You can create a shortcut to this article: o/text-expanders and save it as a snippet. The next time you type o/text-expanders in your browser, it will expand to the original URL and bring you straight to this guide!
5. Code snippets
Developers can save a lot of time by saving frequently-used pieces of code in a text expander. Rather than manually typing the same code each time in a new environment, for example, they can summon the snippet in a couple of keystrokes and ship code way faster.
6. Identification information
Can you recall how many times you’ve had to type and share random bits of personal information listed below in the last one year?
▪ Your phone number
▪ Your email address and signature
▪ Your home or office address
▪ Your company’s details
▪ Your bank account details
Sure, it will hardly take you 20 seconds to type all of this from scratch. But if you’ve done that hundreds of times over the last year, you’ve spent minutes, if not hours of productive time just messing with the letters on your keyboard. A text expander can fill these out automatically for you wherever you need, including registration forms, checkout pages, emails, and text messages.
7. Phrases and shorthand text
Type ty and send thank you so much for your time. Type omw and send on my way. Type lmk and send let me know what you think. If there are phrases or shorthand you use often in a formal setting, use a text expander to replace them with the ‘proper’ version and reclaim the time spent typing. Every second counts.
8. Booking/calendar links
If your work involves getting into a lot of calls and meetings with people, chances are you use booking or scheduling apps such as Calendly or Savvycal to keep track of them. Since you need to share your calendar URL with people time and time again, you can create a snippet such as o/cal and have it expand into the full URL effortlessly, without needing to copy-paste it.
9. UTM links
This one’s a godsend for marketers! Marketers use UTM links to track promotional URLs and attribute the traffic and conversions on them to its right medium, source, campaign, and creative etc.
UTM links are often long, messy, and unsightly.
There are two handy ways of using a text expander to make them less of a bother.
a. Create UTM snippets that you can add to a URL
Suppose you have a blog post URL: https://www.oslash.com/blog/how-to-boost-productivity-by-using-text-expanders
And you want to share it on Facebook by adding the UTM parameter: ?utm_medium=blog&utm_campaign=textexpander&utm_source=facebook
You can save the utm parameter as a snippet called o/utm
Now, you can simply type
https://www.oslash.com/blog/how-to-boost-productivity-by-using-text-expanders/o/utm and it will automatically add the tracking to your link as
https://www.oslash.com/blog/how-to-boost-productivity-by-using-text-expanders?utm_medium = blog&utm_campaign = textexpander&utm_source = facebook
b. Create a dynamic snippet to customize UTM parameters
You can create a dynamic snippet to build different UTM parameters for different posts as building them via the Google URL builder can be tedious.
Just follow the syntax in the image below and input the right variables in your target URL, source, medium, and campaign to get going.
10. Markdown text
With markdown, your fingers never have to leave the keyboard even if you wish to format your typed text. You can make your text bold or italicized, for example, add a hyperlink, insert a numbered or bulleted list, embed a video etc. all using just a keyboard. With a text expander, you can store common markdown syntaxes as snippets and make them even faster to access.
Example: Markdown *x* will make x italicized. You can store a snippet * that expands to *[cursor]* in your text expansion app to create a new piece of italicized text.
11. Obscure symbols, special characters, emojis, hashtag groups etc.
Isn’t typing obscure symbols such as © or emojis such as 🎯a pain in the neck when you’re trying to work fast? You either have to remember the exact keyboard shortcut for activating the symbol or Google and copy-paste it. It slows you down and breaks the flow of your writing.
The solution? Create snippets for your frequently used symbols, special characters, emojis, and even hashtag groups for one-touch access.
Here’s an (extreme) example from our own workspace: o/mandarin-characters
But you’re welcome to stick to basics like o/euro for € or o/grin for 😄
12. Searching sites faster
Did you know if you want Google to fetch search results from a particular site, say oslash.com, you can use the syntax site:oslash.com and narrow the results to your liking? You can use a text expander to avoid typing the syntax repeatedly while digging through a site.
At Apple, engineers search the Support site for help docs so often that they’ve made a snippet called kbs to fetch the syntax into the address bar in a flash.
13. Scripts to automate workflows
If you want to go a step further and overcome the limitations of a text expander to automate everything (such as breezing through signup forms, automatically fetching the recipient’s name from an email address etc.), many text expansion apps support programming languages such as JavaScript, AppleScript, and shell scripts to do so. You can use them to build simple workflows for getting everyday tasks done a lot more quickly.
Text expander use cases for businesses
Text expanders can help not just individuals but also teams and entire organizations take charge of their productivity.
Here’s how different teams in a company can rely on snippets to save time and get their job done, blazingly fast.
Text expander for Sales teams
Outreach: You can templatize your cold sales outreach emails and pitches to prospective customers and add fields such as {first-name} or {last-name} for personalization. You can even create a snippet with a meeting link/contact details/pre-recorded demo video that goes out to prospects as soon as they sign up on your website or express interest in being contacted. This outreach pitch can be carefully crafted and based on the development cycle of the product. It can be updated regularly for the entire team.
Queries redressal: If your product is technical in nature, then your pre-sales and post-sales time will be inundated with multiple questions about it. To not waste much time and respond to potential users as soon as possible, using a text expander is a brilliant idea.
With text expanders that work for the entire team, you can ask the IT team, founders, support engineers, or product managers to craft the right response to technical questions and use them easily.
Text expander for Customer Service teams
Canned responses: Most live support chats follow a prescribed series of steps broadly including greeting a customer, enquiring about their problem, providing more information or offering an immediate solution, and ending the chat. While it is easier to repeat the same thing verbally to more than one customer, typing takes a lot more time. This is avoidable because each of these steps can be templated using a text expander. As a team, you can significantly reduce the time it takes you to reply, thereby keeping customers happy with immediate solutions. This helps nurture leads and hasten the road to conversion.
Recommended reading:Complete guide to canned responses
Text expander for Marketing teams
Company intro: As a marketer, you want to ensure that every time you communicate what your company does, you use the same blurb. There is nothing more important than maintaining consistency in communication and messaging. Marketers can easily use text expanders to create a shortcut such as o/company-intro to insert the message wherever required.
Social media: Twitter, Facebook, LinkedIn, Instagram, TikTok—they’re not just places to entertain ourselves anymore. They’re also how your customers find you and get in touch with you to ask questions, raise issues, and if you’re lucky, shower compliments. To get more compliments than criticism, make sure to use text expanders to insert responses for the most common questions asked on your social media channels and for dealing with the trolling that is sometimes part of the job.
Recommended reading:
Guide to using canned responses for social media support
Text expander for Human Resource teams
Hiring: From inviting candidates to apply & scheduling interview calls to sending out rejection or acceptance emails, a human resource professional sends out multiple similar emails every day. Instead of allowing crafting emails to take multiple hours from the workday, it would be so much easier to automate the emails with the use of text expander. Craft each type of email and assign them shortcuts that can be inserted in the mail copy within seconds.
Onboarding: Poor onboarding can leave a new candidate disengaged with low confidence, disassociated with the long-term company vision, and culture and at an increased risk of jumping ship if confronted with a better offer elsewhere. On the other hand, companies that implement a formal onboarding program could see 50% greater employee retention among new recruits and 62% greater productivity within the same group. While onboarding can be a tiresome task, it can be made super simple to implement across various teams with a text expander. Simply create shortcuts for onboarding candidates in different teams and create a flow such as
o/onboarding-design-1, followed by o/onboarding-design-2 and o/onboarding-design-3 to send out emails instantly.
Outreach: Good candidates are not easy to come by. Talent recruitment teams have to continually send out the perfect company pitch to multiple personas at once to clock in sufficient leads. Wouldn’t it be awesome to type a word and have the pitch email or LinkedIn message ready to go?
Recommended reading:
Guide to writing the perfect cold recruitment email (with 7 high-converting templates)
Text expander for Software Development/Engineering teams
Code: Engineering teams can code faster and with fewer errors in multiple environments by using a text expander. By saving commonly used pieces of code as snippets, developers can save the precious minutes spent typing the same lines over and over. A text expander is one of the most effective tools to skyrocket developer productivity.
Internal project updates: Internal project updates by the whole team, in weekly standups, for example, can be standardized by creating fillable templates. Instead of drafting tedious updates from scratch, all engineering managers have to do is input the variables in a standard form, saving everyone time that is better devoted to actual development.
Macros and scripts: Some text expanders also allow developers to test or demo software features by automatically filling in text fields using simple shortcuts and tab macros. With the help of scripts in snippets, you can also automate routine workflows such as generating random email addresses, converting long URLs into short links, fetching the contents of a Jira or Linear ticket with a shortcut etc.
Text expander for IT Support teams
FAQs: IT Support teams deal with a flood of questions and support enquiries on an everyday basis. Text expanders can help by sending answers to FAQs such as reboot instructions, password reset procedures, data security policies etc. in just a few keystrokes. It is also helpful that the FAQs are drafted and kept updated by experts instead of an agent who might be unaware of the technicalities.
Text expander for Legal teams
Legal terms: Legal terms can be true tongue-twisters. Corporate legal teams deal with a ton of paperwork that requires repetitive use of legal jargon. This can be a mouthful to speak and a handful to type. Set legal teams up for success by creating shortcuts for long, complex words and phrases such as o/jur > jurisdiction, o/arb > arbitration, o/ci > certificate of incorporation etc.
Contracts/T&Cs: Summon (pun intended) common legal clauses, terms and conditions , boilerplate language, and document templates within seconds by saving corresponding snippets into your text expander and cut down on annoying repetition every time a legal matter pops up.
The obvious conclusion?
Text expanders can make life so much easier and stress-free at work! And if you’re convinced to get your hands on one, we’ve got you covered with these top recommendations.
Top 10 text expander tools to try out in 2023
There are many text expansion apps to choose from, depending on your needs and budget.
If you’re using a Mac, built-in Text Replacement can be a good place to start. It’s not the most advanced of text expanders but can help you figure out the basics for free before you invest in a smarter and more comprehensive tool.
Recommended reading:
Why Mac’s built-in Text Replacement isn't a perfect solution for text expansion?
Here is a handy list of popular and top-rated advanced text expanders people trust.
1. OSlash
2. Text Blaze
3. Magical
4. Phrase Express
5. aText
6. Alfred
7. Espanso
8. FastKeys
9. TypeIt4Me
We’ve tried them out and summarized our findings so that you can save some more time on your search for the best text expander tool. Read on!
1. OSlash
Best for: Replacing long URLs and snippets with custom keyboard shortcuts
If you’re looking for the best text expander on the market, beware! OSlash isn’t it. It is, however, the best productivity suite in the market. We may be biased but you can probably see why.
You can use OSlash to auto-type text using shortcuts everywhere you work. But that’s not all.
None of the other apps on our list will offer you the powers of text expansion together with a link management solution that also doubles (or triples) up as a knowledge management platform for your company.
No wonder it can save you up to 30 hours every month!
Top features
- Create shortcuts to access and share your frequent web pages, apps, documents, and URLs, in less than a second
- Create and format snippets the way you want with a rich text editor
- Insert variables to craft highly dynamic, personalized messages
- Create snippets with access control: for yourself, your team, or your whole org
- Highlight anything on the web and convert it into a snippet
- Gain one-touch access to your shortcuts, tabs, and activity
Recommended reading:
Embrace fast messaging and better user interactions with OSlash
Available for
Chrome, Mozilla Firefox, Safari, Edge, Brave (extensions), macOS, iOS (coming soon)
Pricing options (billed annually)
- Pro: $3 per user per month
- Expert: $6 per user per month; free 15-day trial available
- Enterprise: Custom
2. TextExpander
Best for: Sharing snippets across devices and customizing automation scripts
An incumbent, TextExpander helps you save time by allowing you to create and use your text snippets across a variety of devices. It is best suited for teams of all sizes or freelancers who are tired of sending the same pitches and follow-ups every day.
Top features
- Access your snippets on all your devices
- Share snippet groups with your circle
- Enjoy unlimited usage for a single user
- Get free app updates on all plans
- Auto-subscribe users to snippets and get snippet statistics
Available for
Chrome, macOS, Windows, and iOS.
Pricing options (billed annually)
- Individual: $3.33 per user per month
- Business: $8.33 per user per month
- Growth: $10.83 per user per month
- Enterprise: Custom
(30-day free trial of the two lower tiers is available)
3. Text Blaze
Best for: Using snippets across Chrome and Chromium-based browsers and natively on Windows
Text Blaze lets you create, save, and insert text snippets and templates anywhere using keyboard shortcuts of your choice. It's a blazingly fast app that works as a Chrome Extension and a native app for Windows.
Top features
- Create forms with input fields for inserting custom data into snippets
- Use dynamic formulas to calculate values instantly
- Simulate clicks or key presses to automate repeatable workflows
- Create shared snippets with colleagues that get updated automatically when edits are made, to maintain consistency
- Active community forum to discuss the most productive ways to use Text Blaze and profit from its key functions and features.
Available for
Chrome/Chromium, Edge (extensions)
Pricing options (billed annually)
- Basic: Free
- Pro: $2.99 per user per month
- Business: $6.99 per user per month
- Enterprise: Custom
4. Magical
Best for: Auto-filling documents without copy-pasting between tabs
Formerly known as Auto Text Expander for Google, Magical is a free text expander that claims to “Make tasks disappear. Like magic.”
Its USP? The plug and play user experience. Magical does away with integrations and APIs to keep things extremely simple for everyone.
Top features
- Populate sheets, messages, and forms without switching between tabs and copy-pasting data
- Expand shortcuts into full-fledged texts across over 10,000 apps on the web
- Search shortcuts seamlessly with tags or type // to activate a dropdown for shortcut discovery
- Create and lookup your shortcuts anywhere on the web with the Magical Panel
- Get curated shortcut templates with magic packs
- Create unlimited shortcuts with unlimited character count per shortcut
Available for
Chrome (extension)
Pricing options
Available for free for now
5. Phrase Express
Best for: Working with and organizing multi-language snippets
PhraseExpress is one of the pricier text expanders. And for good reason.
It automates your repetitive tasks using powerful macros. Its Macro Recorder “records your actions like a tape recorder for infinite playback.” And it comes with a document generator that can create an entire document from scratch using a custom selection of your templates.
Top features
- Store snippets locally and share them with others over the cloud or using network-shared folders between multiple Windows and Mac computers
- Organize snippets in a tree structure rather than flat groups
- Flexibility to assign the same shortcut for multiple snippets and choose the best fit from a smart dropdown menu
- Autocomplete snippets instead of memorizing cryptic abbreviations
- Snippets that adapt to the gender of the recipient
- Multi-language support lets you translate snippets into other languages. The same phrase library can be switched to another language instantly.
Available for
Windows, macOS, iOS
Pricing options
(All plans provide a lifetime license with one year of free updates & upgrades. Post that you have to pay for maintenance renewal.)
Free: For personal use
3 pricing plans for commercial use (prices without taxes as of Sep 2022):
- Standard: $81.31
- Professional: $120.96
- Enterprise: $203.34
6. aText
Best for: Beginners looking for a cost-effective text expander
aText seeks to accelerate your typing, like other text expanders, by replacing frequently used phrases you define with abbreviations/shortcuts. You can format your snippets to include images and multimedia in the rich-text editor. There are also groups and subgroups to organize your shortcuts effectively.
Top features
- Import data from TextExpander, TypeIt4Me, SpellCatcherX, Automaton, CSV file etc.
- Embed clipboard content within snippet, embed snippet within another, send use editable fields in snippet
- Reposition the cursor in the expanded snippet
- Auto-Correction: Automatically capitalize new sentences, correct double capitals
- Built-in snippet groups for misspelling correcting, HTML and JavaScript coding
Available for
Windows, macOS
Pricing options
- Basic: Free (Windows); $4.99 for a lifetime license (macOS) with a 21-day trial
- Premium: $29.99 for a lifetime license
7. Alfred
Best for: Lightweight text expansion plus custom Mac automation
Alfred is an automation app for macOS designed to maximize your productivity with custom actions, hotkeys, keywords, text expansion and more. While the app is free to download, you’ll need to buy the Powerpack for using the text expander, accessing clipboard history, and automating workflows.
Top features:
- Search for the right snippet seamlessly with Snippets Viewer
- Use snippets to trigger custom workflows
- Search the web, find local apps & files, access clipboard history, and execute system commands quickly with custom hotkeys
Pricing options (Alfred 5 Powerpack):
- Single License: £34
- Mega Supporter: £59 (includes free lifetime upgrades)
8. Espanso
Best for: Free and open-source text expansion with “endless extensibility”
Espanso is a free and open-source text expander tool that offers all the basic functionalities you expect from an autotext app. The tool uses a code-based method to create shortcuts which might take some getting used to.
Top features
- Custom forms to include dynamic inputs such as dates
- Ability to run scripts from a snippet
- “Endless extensibility” via Packages: Packages are collections of snippets put together by the Espanso community for writing non-standard text including language accents, mathematical symbols, scientific notations, emojis, and more.
- Cross-platform support for Mac, Windows, and Linux: You only need one main config file to sync the same shortcuts everywhere.
Available for
Windows, macOS, Linux
Pricing options
Available for free for now
9. FastKeys
Best for: Automating your Windows machine
FastKeys is more than your ordinary text expander. It is an all-in-one automation tool for Windows that boasts over 500 ready-to-use commands to automate your everyday repetitive actions.
Top features
- Build a custom start menu to fire up chosen apps on your computer upon login
- Configure custom keyboard shortcuts to open sites, run powerful scripts, and start programs in a couple of keystrokes
- Expand abbreviations for frequently used text to save hours spent typing
- Use mouse gestures to execute actions from a vast library automatically
- Use the macro recorder to record keystrokes and mouse actions and teach the computer to perform everyday tasks on its own
Pricing options
Lifetime licenses available as follows
- Personal: $19 (use on up to 3 computers)
- Professional: $29 (price per computer - volume discounts available)
- Enterprise: Custom (Volume discounts available)
10. TypeIt4Me
Best for: Point-and-click insertion of snippets
The first ever text expander developed for Mac, TypeIt4Me has been around for over three decades now.
The upside? It works natively on all Mac apps that require typing.
The downside? It works only on Mac and iOS.
P.S. You need the TypeIt4Me Touch notepad app for using TypeIt4Me on your iPhone and iPad.
Top features
- Create a snippet from selected text
- Instantly fix spelling mistakes by adding commonly misspelled words to your abbreviations list
- Autocue placeholders, aka “fill-in fields” for inserting variable inputs into snippets
- Define hot keys for quick access to TypeIt4Me functions
- Restrict snippets and snippet sets to specific apps
- Ditch memorizing abbreviations and rely on point-and-click insertion of snippets from the menu bar
Available for
macOS and iOS
Pricing options
- Lifetime license available for $19.99 / 19,99€ / £19.99 (30-day trial available)
Try out the best text expander in the market for free
Convinced that you want to give text expanders a spin to free up more time in your workday? Give the best text expander - OSlash - a try and thank us later.
Using a text expander like OSlash can have a truly amazing effect on your work. You will be able to save close to 30 hours a month by automating your most frequently used snippets, formatting them to look beautiful, and inserting variables in highly personalized messages.
It is super easy to use and share with the entire team. You will be able to create snippets for your team, your workplace, or just for yourself. Additionally, you can also highlight anything on the web, right-click and convert it into a snippet with OSlash.
The best part? OSlash also helps you transform your most frequented pages/links into simple shortcuts such as o/daily-standup or o/q1-priorities. So that you can find, access, and share information blazingly fast. It is the best tool to streamline your workflows and be more productive.
- Introduction
- What is a text expander?
- Why do I need a text expander?
- What are the benefits of using a text expander?
- Getting started with a text expander: Terms to know
- How does a text expander work?
- Text expander applications in everyday life—Use cases and examples
- Text expander use cases for businesses
- Top 10 text expander tools to try out in 2023
- Best practices to speed up typing and skyrocket productivity using a text expander
- Is it safe to use a text expander?
- Tips for getting started with text expanders such as OSlash
- Try out the best text expander in the market for free: OSlash
OSlash your everyday links to everyday words
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