Cliff (Vesting Cliff)

A waiting period before equity begins to vest, typically one year for employees and founders.

Definition

A vesting cliff is a period of time during which an employee or founder cannot vest any of their equity, followed by a larger vesting event. The most common structure is a one-year cliff, meaning that if someone leaves before completing one full year, they forfeit all their equity.

After the cliff period ends, vesting typically continues on a monthly or quarterly basis. This structure protects companies from giving equity to people who leave quickly while ensuring meaningful vesting for those who stay committed.

Why It Matters

  • Employee Retention: Incentivizes key team members to stay through critical early period
  • Equity Protection: Prevents equity dilution from short-term employees
  • Investor Confidence: Shows proper governance and equity management practices
  • Tax Benefits: Allows for 83(b) elections and favorable tax treatment

How Vesting Cliffs Work

Common Structure:

4-year vesting with 1-year cliff + monthly vesting thereafter

• Year 0-1: No vesting (cliff period)

• Year 1: 25% vests at end of year

• Year 1-4: Remaining 75% vests monthly (2.08% per month)

• Result: Full vesting after 4 years

Real-World Example

Startup Employee Example: Sarah joins a startup as VP of Engineering with 1% equity (10,000 shares). Her equity has a 1-year cliff and 4-year total vesting period.

If Sarah leaves after 11 months, she gets 0 shares. If she leaves after 13 months, she gets 2,500 shares (25% of her total). If she stays the full 4 years, she gets all 10,000 shares.

This structure ensures the company only grants equity to employees who demonstrate long-term commitment.

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