Deal Structuring

Question & Answer

What Does a Vesting Schedule do?

Equity is a startup’s most valuable currency. It attracts talent, aligns incentives, and rewards those who build long-term value. But handing out shares without structure is a recipe for disaster. That’s where a vesting schedule comes in – it ensures that equity is earned over time, preventing early departures from disrupting ownership structures.

For founders, employees, and investors, vesting schedules provide stability. They protect against co-founders or key hires leaving too soon while ensuring that those who contribute long-term reap the rewards.

How a Vesting Schedule Works

Vesting schedules determine when and how equity is granted. Instead of receiving all shares upfront, recipients earn them gradually over time. This prevents a situation where someone owns significant equity but leaves the company before adding real value.

The standard startup vesting schedule follows a four-year timeline with a one-year cliff:

  • Cliff Period (Year 1): No shares vest in the first 12 months. If the individual leaves before the cliff, they receive nothing.
  • Monthly or Quarterly Vesting (Years 2-4): After the cliff, shares vest incrementally, usually on a monthly or quarterly basis.
  • 100% Vesting at Year 4: By the end of year four, the full equity allocation has vested.

Vesting schedules ensure that founders, employees, and executives remain committed to the company’s long-term success.

Why Vesting Matters for Founders

Founders might assume they should own all their shares from day one. But investor-backed startups often require founders to vest their equity just like employees. This protects the company in case a founder leaves early or loses commitment.

Common founder vesting structures include:

  • Four-Year Standard Vesting: Founders earn equity over four years, ensuring long-term engagement.
  • Acceleration Clauses: Some agreements include provisions where founders fully vest early in the event of an acquisition.
  • Reverse Vesting: Founders technically own all their shares, but the company has the right to repurchase unvested shares if they leave early.

Vesting prevents scenarios where a founder exits early but still owns a significant stake without contributing further.

Vesting for Employees and Key Hires

Equity-based compensation is a powerful tool for attracting top talent. However, startups can’t afford to give away equity to employees who don’t stay long enough to justify the allocation.

By implementing a vesting schedule, companies ensure that equity incentives retain employees and encourage long-term commitment.

Common employee vesting structures:

  • Standard 4-Year Vesting: Employees earn stock options gradually over four years.
  • Performance-Based Vesting: Shares vest based on hitting milestones instead of time.
  • Exit-Based Vesting: Some agreements only allow vesting when a company exits or reaches a liquidity event.

Without vesting, employees could leave with a substantial equity stake, creating imbalance in the cap table.

Investor Perspective on Vesting

Investors expect vesting schedules to be in place before funding a startup. Without them, early employees or co-founders could leave with unearned equity, making future fundraising rounds more complicated.

Investors look for:

  • Founder Vesting: Ensures leadership remains committed after funding.
  • Option Pool Allocation: Reserved shares for new hires to avoid excessive dilution in later rounds.
  • Cliff Protection: Prevents shares from being granted too soon.

A well-structured vesting schedule reassures investors that the equity distribution is fair and sustainable.

Case Study: The Importance of Vesting

Consider two co-founders who launch a startup together. They split the equity 50/50 without a vesting schedule. After six months, one founder loses interest and leaves, but they still own half the company. The remaining founder is left building the business alone while the departed founder retains equal ownership.

Now, imagine the same scenario with a four-year vesting schedule. When the first founder leaves after six months, they own nothing due to the one-year cliff. The remaining founder keeps full control of the equity, avoiding unnecessary dilution.

Vesting schedules are essential for any well-structured equity agreement. They ensure that only those who commit to the company’s growth earn ownership over time. Whether for founders, employees, or executives, vesting protects against premature departures and aligns incentives for long-term success.


Deal Structuring books

Deal Structuring

Buy the book today and dive into practical techniques that empower you to get started immediately, navigating transactions efficiently and maximizing your success in minimizing cash requirements.

In this book, you will:

  • Be introduced to the fundamentals of deal structuring
  • Learn 19 proven deal models for structuring deals
  • Discover 39 key elements of deal nuances
  • Access 32 actionable clauses for your term sheets
  • Explore 9 specific deal structures
  • Receive 257 pages of invaluable insights
  • Gain the distilled expertise of 20 years