The Fundamentals of Employee Stock Options

Employee stock options (ESOPs) are a powerful tool for attracting, retaining, and motivating talent. In essence, they provide employees, particularly executives and key contributors, with the opportunity to own a piece of the company they help build. Think of it as aligning employee success with the overall success of the company.

While the specifics can vary across regions, here's a simplified explanation of how ESOPs generally work:

Key Features:
  • Vesting Schedules: ESOPs typically come with vesting schedules, meaning employees gradually earn the right to exercise their options over a defined period. This structure encourages long-term commitment, often involving a one-year cliff (no vesting in the first year) followed by monthly vesting over the subsequent years.

  • Tax Implications: Taxes on ESOPs are usually triggered upon exercising the options and again when the acquired shares are sold. It's crucial to provide employees with clear and transparent information about these tax implications.

  • Option Pool: Founders typically establish an option pool – a designated portion of equity – to accommodate future hires. Determining the appropriate size of this pool is essential for balancing the interests of founders, early employees, and future investors.

The Silicon Valley Standard

ESOPs have become a cornerstone of compensation packages, particularly in the tech hub of Silicon Valley. Their widespread adoption stems from several compelling advantages:

  • Increased Motivation and Ownership: ESOPs foster a sense of ownership and belonging among employees, driving them to go the extra mile and contribute to the company's success.

  • Liquidity and Tax Benefits: Companies can leverage ESOPs to attract and retain talent while potentially enjoying tax advantages associated with these plans.

  • Long-Term Retention: Vesting schedules are a powerful incentive for employees to stay with the company long-term, reducing costly turnover.

  • Attracting Top Talent: The allure of equity participation can be a decisive factor in attracting and securing top-tier talent in competitive industries.

Finding the Right Balance: Option Pool Size

One of the key challenges for founders is determining the optimal size of the option pool. Allocating too much equity can dilute ownership for founders and investors, while allocating too little might limit the company's ability to attract and retain key hires.

General Guidelines:
  • US: In the US, it's common for option pools to start around 10% at the seed stage and gradually increase to 15% at Series A, potentially reaching 20% or even 25% by Series D.


  • Europe: European companies tend to have smaller option pools, often starting at 10% and remaining relatively flat in subsequent funding rounds.

Tailoring the Approach:

Rather than blindly following market trends, founders should base their option pool size on their specific hiring plan. This involves carefully considering the number and seniority of anticipated hires over a defined period.

Determining Individual Equity Grants

Once the overall option pool is established, the next step is to determine the appropriate equity grant for each new hire. This requires a nuanced approach that considers several factors:

Approaches to Consider:
  • Equity Equation: This method, popularized by Paul Graham, factors in the company's valuation and the potential impact the employee is expected to make. You can see Paul’s original essay on the topic here (https://www.paulgraham.com/equity.html).

  • Market Benchmarking: This approach involves researching industry benchmarks and salary surveys to determine typical equity grants for similar roles and experience levels. Index Ventures publishes comprehensive benchmarking (https://www.indexventures.com/index-press/rewarding-talent/).

A Practical Roadmap for Founders:
  1. Develop a Hiring Plan: Create a realistic hiring plan outlining the roles, seniority levels, and anticipated hiring timeline for the next 18-24 months.

  2. Estimate Equity Needs: Based on the hiring plan, estimate the equity required for each new hire, starting with senior positions, as they typically command larger grants.

  3. Determine Grant Size: When making an offer, consider the available option pool, the candidate's experience and role, and prevailing market practices.

Clear Communication is Key

Transparency is paramount when it comes to ESOPs. Founders should clearly communicate all aspects of the plan to potential hires, including the number of shares, vesting schedule, tax implications, and any performance-based conditions. This ensures that candidates can make informed decisions and fully understand the value of their equity compensation.

Are employee secondary sales a benefit or a burden to startup founders?

Unlike publicly traded companies, shares in private companies are difficult to trade due to the lack of a readily available market. Secondary sales offer a solution by creating a mechanism for existing shareholders to sell their shares, providing liquidity in an otherwise illiquid market. Startups often consider implementing secondary sales after a few years to offer early investors and employees a chance to realize returns. This is particularly relevant in challenging market conditions where investments may have dried up, allowing shareholders to cash out even if they hadn't initially planned to.

Deciding whether to allow employees to sell their vested stock in your tech startup is complex, with no universally right answer. It depends on your company's specific circumstances, your long-term goals, and the potential impact on both the company and your employees.

Arguments for Allowing Secondary Sales:
  • Increased Employee Morale and Retention: Offering liquidity options can be a powerful incentive, especially for early employees who have taken significant risks. It demonstrates you value their contributions and are invested in their financial well-being.

  • Attracting Top Talent: In the competitive tech industry, offering equity is standard, but the ability to realize gains on that equity can be a significant differentiator when attracting and retaining top talent.

  • Market Validation and Price Discovery: Secondary sales can provide a valuable signal about your company's perceived value, especially if you're not yet publicly traded.

  • Reduced Pressure for Early Exit: Allowing employees to cash out some equity can alleviate pressure for a quick acquisition or IPO, giving you more time to focus on building a sustainable business.

Arguments Against Allowing Secondary Sales:
  • Potential for Down Round: If shares are sold at a lower price than in previous funding rounds, it could negatively impact your company's valuation and make future fundraising more challenging.

  • Administrative Burden and Costs: Managing secondary sales can be complex and time-consuming, requiring legal and administrative resources.

  • Loss of Control and Dilution: Selling shares to external investors can dilute existing shareholders' ownership and potentially impact control over the company's direction.

  • Focus on Short-Term Gains: Allowing frequent secondary sales might encourage a short-term focus among employees, potentially diverting attention from long-term growth strategies.

Ultimately, the decision on how to set ESOPs and then ultimately when to help facilitate employees sell their vested stock options is a strategic one that should be made in consultation with your leadership team, board of directors, and legal counsel. Carefully weigh the pros and cons in the context of your company's specific circumstances to determine the best course of action

Disclosures
The views set forth herein are solely those of the authors and do not necessarily reflect the views of Nodem Capital. The information and views expressed are generic in nature and are not an offer to sell or the solicitation of an offer to purchase interests in any investments or services. Certain information contained in this article may constitute “forward-looking statements”. Any projections or other estimates contained herein, including estimates of returns or performance, are “forward-looking statements” and are based upon certain assumptions that may change. Due to various risks and uncertainties, actual events or results may differ materially from those reflected or contemplated in such forward-looking statements. There can be no assurance that the forward-looking statements made herein will prove to be accurate, and issuance of such forward-looking statements should not be regarded as a representation by Nodem Capital, or any other person, that the objective and plans of Nodem Capital will be achieved. 
This material does not constitute financial, investment, tax or legal advice (or an offer of such advisory services). It should not be viewed as advice or recommendations (or an offer of advisory services).
Certain information contained in this article (including certain forward-looking statements and information) has been obtained from published sources and/or prepared by other parties, which in certain cases has not been updated through the date hereof. While such sources are believed to be reliable, neither Nodem Capital nor any general partner affiliated with Nodem Capital or any of its respective directors, officers, employees, partners, members, shareholders, or their affiliates, nor any other person assumes any responsibility for the accuracy or completeness of such information.

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London Office
Nodem Ltd

1a Britannia Street

London

United Kingdom

WC1X 9JT

Nodem Ltd is registered in England and Wales under company number 15661530. Please note that Nodem is currently in the process of seeking FCA authorisation. All investment activities will commence once regulatory approvals are in place.

 

This website is for informational purposes only and does not constitute an offer, solicitation, or recommendation to sell or an offer to purchase any securities, investment products, or investment advisory services. This website and the information set forth herein are current as of 30 June 2024 and are not intended to provide investment recommendations or advice.

London Office
Nodem Ltd

1a Britannia Street

London

United Kingdom

WC1X 9JT

Nodem Ltd is registered in England and Wales under company number 15661530. Please note that Nodem is currently in the process of seeking FCA authorisation. All investment activities will commence once regulatory approvals are in place.

 

This website is for informational purposes only and does not constitute an offer, solicitation, or recommendation to sell or an offer to purchase any securities, investment products, or investment advisory services. This website and the information set forth herein are current as of 30 June 2024 and are not intended to provide investment recommendations or advice.

London Office
Nodem Ltd

1a Britannia Street

London

United Kingdom

WC1X 9JT

Nodem Ltd is registered in England and Wales under company number 15661530. Please note that Nodem is currently in the process of seeking FCA authorisation. All investment activities will commence once regulatory approvals are in place.

 

This website is for informational purposes only and does not constitute an offer, solicitation, or recommendation to sell or an offer to purchase any securities, investment products, or investment advisory services. This website and the information set forth herein are current as of 30 June 2024 and are not intended to provide investment recommendations or advice.