Skip to content

Mastering Vesting Schedules: Strategic Considerations for Founders

Table of Contents

In Short:

  • Vesting schedules help manage how employees or founders gain ownership of shares over time, improving retention.
  • Key strategies include using cliff periods and aligning employees’ interests with long-term company success.
  • It’s essential to address legal aspects in contracts and understand tax implications.

Tips for Businesses

Use vesting schedules to retain key talent by offering equity gradually. Ensure clear terms in contracts to avoid disputes and seek legal and tax advice for structuring vesting plans effectively.

Employee retention is critical to your startup’s success, and hiring top talent can be crucial in maintaining a competitive market position. Vesting schedules dictate how and when employees, founders, or other stakeholders earn ownership in a company over time. By implementing vesting schedules, you can improve your business’s ability to maintain its team long-term and ensure your team is fully invested in your company’s growth. This article will explore strategic considerations for vesting schedules and highlight several critical legal considerations.

How Do Vesting Schedules Work?

A vesting schedule defines how and when an employee or founder will receive full ownership rights to their allocated shares or options. Rather than receiving all their shares or stock options upfront early into their time with the company, stakeholders will earn them over a predetermined period or upon meeting specific milestones through vesting schedules.

Vesting schedules often include a ‘cliff’ period. This arrangement means that shares will begin to vest after an initial cliff period, usually one year. Employees who leave your company before the one-year mark may forfeit all their shares. 

Time-based vesting schedules mean that shares or options will vest gradually over the vesting period. For example, suppose the total vesting period for an employee’s share scheme is three years, with a one-year cliff. In this case, the employee will be fully vested after these three years, owning their full share allocation. Alternatively, if an employee has a share options plan, then over the three years, your company will have incrementally granted them all of their options following the cliff period. 

Strategic Considerations with Vesting Schedules 

1. Attractive Compensation Packages

An employee share scheme or share options plan can help you create an attractive compensation package without draining your cash reserves. 

2. Employee Retention

Using a vesting schedule can increase your chances of retaining talent long-term. Your employees will know they will only receive their total share or options allocation after committing to the company for a specified period. Equity compensation can mean stakeholders are less likely to walk away when their shares or options are at stake. 

3. Reducing the Risk of Equity Dilution 

Staggering employee equity distribution over time through vesting schedules can help you manage equity dilution in your company. By controlling when shares vest, you can plan for future equity raises while controlling how much equity you share with employees and other stakeholders.

4. Aligning Interests

Implementing vesting schedules can help align your employees’ interests with your company’s vision for growth and development. Employees will know they can obtain a stake in the company by staying long-term or reaching particular performance milestones. Through their stake, they can directly benefit from your company’s success and will want to see it succeed.

Front page of publication
UK Startup Manual

LegalVision’s Startup Manual is essential reading material for any startup founder looking to launch and grow a successful startup.

Download Now
Continue reading this article below the form
Need legal advice?
Call 0808 196 8584 for urgent assistance.
Otherwise, complete this form and we will contact you within one business day.

1. Implementing Vesting Schedules

You should outline vesting schedules in your company’s employment contracts and shareholder agreements clearly. These agreements must include specific terms about the schedules, including the following:

  • the length of the vesting period;
  • whether there is a cliff period; and
  • employees’ and founders’ rights if they leave the company prematurely. 

It is a good idea to seek legal advice when drafting these agreements. Vague or poorly constructed terms could lead to costly legal disputes later on. 

2. Founder Vesting 

Investors often require founders to have vesting schedules for their share allocation. Founder vesting schedules can ensure you and your co-founders remain committed to your business after receiving investment. Moreover, it can be similar to employee schedules but may have different terms based on investor negotiations. You must set these terms out clearly in the shareholders’ agreement. 

3. Tax Implications 

Employees and founders can face tax liabilities when their shares vest. The tax implications can vary depending on how your company structures its share schemes. It is best to seek professional legal and financial advice on structuring your vesting schedules. You might consider using tax-efficient schemes such as the Enterprise Management Incentive (EMI) scheme

Key Takeaways 

Over a vesting schedule, a founder or employee will gain full ownership rights to their shares or share options allocation. The legal considerations surrounding vesting can be complex, but it is vital to understand them to mitigate the risk of future disputes and investor concerns. These considerations include the following:

  • implementing vesting agreements in employee contracts and shareholder agreements; 
  • having clear founder vesting schedules; and
  • understanding tax implications of vesting and your company’s employee share scheme options. 

Working with legal and financial professionals to design effective vesting agreements can protect your business and create a fair, growth-focused environment for all stakeholders. 

If you require legal advice about implementing vesting schedules, our experienced startup lawyers can assist as part of our LegalVision membership. For a low monthly fee, you will have unlimited access to lawyers to answer your questions and draft and review your documents. Call us today on 0808 196 8584 or visit our membership page.

Frequently Asked Questions 

Do investors expect founders to have vesting schedules? 

Investors often require founders to have vesting schedules for their share allocation. It can ensure you and your co-founders remain committed to your business after receiving investment. 

What is a cliff in a vesting schedule?

A cliff is an initial period (often one year) during which no shares or options vest. After this period, they will begin to vest.

Register for our free webinars

GDPR Compliance Essentials for SMEs

Online
Ensure our business is compliant with GDPR and build trust with customers. Register for our free webinar.
Register Now

Preparing Your Business For Success in 2025

Online
Ensure your business gets off to a successful start in 2025. Register for our free webinar.
Register Now

2025 Employment Law Changes: What Businesses Should Know

Online
Ensure your business stays ahead of 2025 employment law changes. Register for our free webinar today.
Register Now
See more webinars >
Jessica Drew

Jessica Drew

Jessica is an Expert Legal Contributor at LegalVision. She is currently studying for a PhD in international law and has specific expertise in international law, migration, and climate change. She holds first-class LLB and LLM degrees.

Qualifications: PhD, Law (Underway), Edge Hill University, Masters of Laws – LLM, International Human Rights Law, University of Liverpool, Bachelor of Laws – LLB, Edge Hill University.

Read all articles by Jessica

About LegalVision

LegalVision is an innovative commercial law firm that provides businesses with affordable, unlimited and ongoing legal assistance through our membership. We operate in Australia, the United Kingdom and New Zealand.

Learn more

We’re an award-winning law firm

  • Award

    2024 Law Company of the Year Finalist - The Lawyer Awards

  • Award

    2024 Law Firm of the Year Finalist - Modern Law Private Client Awards

  • Award

    2023 Economic Innovator of the Year Finalist - The Spectator

  • Award

    2023 Law Company of the Year Finalist - The Lawyer Awards

  • Award

    2023 Future of Legal Services Innovation - Legal Innovation Awards