The ESOP “not to do” list – 10 mistakes to avoid

Many companies, armed with good intentions, still encounter barriers that ultimately diminish the effectiveness of their ESOPs, leaving potential value on the table.

Employee Stock Ownership Plans (ESOPs) are strategic tools for businesses aiming to enhance employee motivation, attract top talent, and align the entire workforce with long-term company objectives. By providing employees with a stake in the company’s success, ESOPs can foster a culture of ownership and shared purpose. However, the successful implementation of an ESOP is dependent on careful planning and an awareness of potential challenges.

It’s a common scenario: many companies, armed with good intentions, still encounter barriers that ultimately diminish the effectiveness of their ESOPs, leaving potential value on the table. To help navigate these complexities, in this article, Stefan Surina, CEO of Eldison identifies the critical mistakes to avoid, ensuring your ESOP is structured to achieve its full intended strategic benefits from day one.

Strategic ESOPs don’t just give – they drive your human capital

An ESOP is more than an employee benefit. It is a fundamental component of a company’s human capital strategy. Its design should reflect the critical role employees play in achieving growth and market leadership, a factor consistently evaluated by investors, particularly during early-stage funding.

To ensure an ESOP functions optimally, consider these common pitfalls:

1.        Overly optimistic soft commitments

A frequent error is making enthusiastic, but imprecise, equity promises to early employees before the ESOP structure is fully defined. While well-intentioned, these informal commitments can lead to significant problems. If later formal allocations don’t match initial expectations, employee trust can be damaged. Alternatively, such promises might inadvertently over-allocate equity, restricting future flexibility.  To prevent such damage to trust and maintain flexibility, it’s crucial to commit to specific grant sizes only after the ESOP pool and allocation framework are definitively established – prioritising formal definition over premature assurances.

2.        Incorrect ESOP pool sizing

The size of the ESOP pool is a critical decision. An insufficient pool may fail to attract or retain the necessary talent. Conversely, an overly large pool can lead to excessive dilution for existing shareholders or premature depletion of shares intended for future key hires. As a practical measure, it’s wise to utilise market-standard figures as a baseline for this decision. Seed-stage companies globally, for example, typically allocate around 10%. For US companies, this may increase to 15% at Series A and could potentially rise to 20-25% by Series D, offering a data-driven starting point for determining an appropriate pool size.

3.        Lack of future-proof allocation strategy

ESOPs require long-term strategic thinking. A common misstep is allocating too much equity to early employees, thereby limiting the ability to incentivise crucial future hires without further solution. This shortsightedness can impact later-stage growth. To avoid this, it’s crucial to develop a forward-looking ESOP allocation framework that considers current employees, projected hiring needs, and key company milestones, and incorporates a buffer for unforeseen hiring opportunities or strategic adjustments.

4.        Deviation from standardised ESOP plans

While companies often perceive their needs as unique, pursuing overly customised ESOP solutions can introduce unnecessary complexity. Because market-standard ESOP plans are generally robust, competitive, and well-understood by employees and investors, the most effective approach is to begin with such a framework and its proven parameters. Adjustments should then be made only when there is a clear, strategic rationale, specifically to ensure that modifications enhance, rather than complicate, adoption and administration.

5.        Ambiguity regarding cash-out events

ESOPs function on the principle of deferred reward, and for the plan to be truly motivating, employees must have a clear understanding of when and how they will realise the financial benefits of their equity. Ambiguity surrounding liquidity events can significantly reduce an ESOP’s motivational impact. This requires companies to clearly define the conditions for cash-out – typically upon an exit event (e.g., acquisition, IPO), and, if an exit is not imminent, to explore provisions for partial liquidity events, such as at an employee’s departure (under defined terms) or during subsequent funding rounds.

6.        Overly broad “Bad Leaver” definitions

“Bad Leaver” provisions are standard in ESOPs, dictating the treatment of assets for employees who depart under unfavourable circumstances. However, excessively broad definitions, potentially encompassing any departure, can undermine employee trust in the programme’s fairness. Instead, to preserve trust, “Bad Leaver” clauses should be carefully limited to objective and serious forms of misconduct, such as intellectual property theft, criminal activity, or breach of a non-compete agreement, and steer clear of subjective or vaguely defined scenarios.

7.        Insufficient communication

The effectiveness of an ESOP is heavily reliant on employee understanding. Launching an ESOP without comprehensive communication, particularly in regions where such plans are less prevalent, can lead to underappreciation and disengagement. To prevent this and ensure clarity, a thorough communication strategy must be implemented: before launching, explain the rationale behind the ESOP and its benefits, conduct individual sessions to discuss allocations, and provide accessible documentation detailing key aspects of the plan.

8.        Failure to showcase value

Treat your employees like investors. If they don’t understand the value behind an ESOP, it’ll be tough to keep them motivated. Founders frequently communicate grant size using percentages instead of actual value, thereby missing a crucial opportunity to position the ESOP as a tool for tangible financial results. To drive motivation, consistent communication is essential. Regularly update your employees on the value of their ESOP portfolio and think about using an ESOP management platform to visually demonstrate how their stock value changes with company growth.

9.        Overlooking employee taxation implications

ESOP is 10% law and 90% taxes. The final payout truly hinges on the favourability of your employees’ local taxation regimes. Looking into this factor early enough significantly boosts your chances of running a successful ESOP. Specifically, this involves thoroughly looking into the tax rules of each employee’s country of residence. Then, as your company grows, considering whether to offer tax assistance as a company benefit is recommended.

10.  Ignoring company tax obligations

It’s not just about employee taxes – companies have tax responsibilities as well. In some countries, businesses are required to take extra steps, such as withholding taxes when stock options are exercised. A common mistake is that companies don’t handle this on time, and the fixes are often difficult and costly. To avoid these expensive and complicated issues, it’s essential to research the tax obligations for your ESOP before adoption and to diligently update this understanding whenever you expand to a new country or hire people in a new location.

Ultimately, an ESOP designed with foresight, avoiding these ten common errors, becomes a powerful strategic tool. Consider these red flags to ensure your employee ownership plan drives motivation and delivers on its promise.

 

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