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LEGAL

Equity & Ownership Deep Dive

Vesting and Cliffs — What Founders Need to Know

Vesting ensures team members earn their equity over time, and cliffs protect startups from over-distributing ownership early. It’s a key tool to safeguard long-term alignment and cap table hygiene.

Why it Matters

Vesting protects your company by making equity earned over time. Without it, someone can leave after 3 months and still own a chunk of your cap table. Cliffs, schedules, and acceleration rules matter — to your team and to your investors.

Founders Checklist
  • Set standard 4-year vesting with a 1-year cliff for all team members

  • Customize vesting for advisors (e.g., 1–2 years, no cliff)

  • Include vesting in stock grants, option agreements, and cap table

  • Define what happens on termination (voluntary or involuntary)

  • Decide on single- vs double-trigger acceleration for founders and execs

Founder Fails
  • No cliff > co-founder left early with 20% equity

  • Didn’t include vesting in signed docs > investor flagged during diligence

  • No acceleration clause > got fired post-acquisition, lost unvested shares

When to ask for Help
  • Before issuing equity to founders, employees, or advisors

  • To review or update your standard vesting terms

  • If a team member leaves early and disputes their ownership

  • When customizing vesting for unique roles or hires

  • To ensure compliance with IRS rules on early exercise or 83(b) elections

Frequently Asked Questions

Q: What’s a vesting cliff?
A: It’s a trial period. With a 1-year cliff, no equity vests until the 12-month mark. If someone leaves at 11 months, they get nothing.


Q: Should founders have the same vesting as employees?
A: Usually yes — it shows commitment and aligns with investor expectations. Founders should be on 4-year vesting schedules too.


Q: What is acceleration?
A: Acceleration speeds up vesting based on certain events:

  • Single-trigger: Fully/partially vests on acquisition

  • Double-trigger: Vests on acquisition and termination without cause

Fractional Executives

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