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Vesting and time-based conditions

Terminology relating to vesting and time-based vesting conditions

C
Written by Collier Kirkland
Updated this week

📌 Educational Resource Disclaimer

This glossary provides general explanations of common equity terms. These definitions and examples are for educational purposes only and do not constitute legal, financial, or tax advice.

Equity structures vary significantly between companies, and your specific situation may have unique terms and conditions. For guidance on how these concepts apply to your individual situation, please consult with a qualified legal, financial, or tax professional.

Acceleration

A provision that speeds up vesting, causing unvested equity to vest immediately or on an accelerated schedule. Usually triggered by specific events.

Types:

Single-Trigger Acceleration

Vesting accelerates based on ONE event (usually acquisition).

Example:

  • You have 24 months of unvested options

  • Company is acquired

  • Single-trigger acceleration: All 24 months vest immediately

Double-Trigger Acceleration

Requires TWO events (usually acquisition AND termination).

Example:

  • You have 24 months of unvested options

  • Company is acquired (Trigger 1)

  • You’re terminated within 12 months after acquisition (Trigger 2)

  • Your unvested options accelerate

Common acceleration terms:

  • 100% acceleration: All unvested equity vests

  • 50% acceleration: Half of unvested equity vests

  • 12-month acceleration: 12 months’ worth of vesting happens immediately

Who typically gets acceleration:

  • Founders: Often have single-trigger (negotiable)

  • Executives: Double-trigger (25-50% acceleration)

  • Employees: Usually no acceleration (or small double-trigger)

Why it matters: Acceleration protects you if the company is acquired and you’re let go. Without it, you could lose years of unvested equity through no fault of your own.


Change of Control

An event where ownership or control of the company changes hands, typically through acquisition, merger, or sale. Often triggers acceleration provisions.

What qualifies:

  • Acquisition by another company (asset or stock purchase)

  • Merger

  • Sale of substantially all assets

  • Change in majority board control

Why it matters: Change of control is the most common trigger for acceleration clauses. Understanding what qualifies helps you know when your acceleration provisions might kick in.


Cliff

A waiting period before any equity vests. If you leave before the cliff, you get nothing. Once you pass the cliff, you get all the equity that would have vested during that period at once.

How it works:

  • Grant: 48,000 options with 1-year cliff

  • Leave at 11 months: Get 0 options (nothing vested)

  • Stay 12 months: Get 12,000 options (25% vested)

  • Then monthly vesting for remaining 36 months

Why cliffs exist:

  • Protects company from employees who leave quickly

  • Ensures commitment before earning equity

  • Investor expectation for employee grants

Typical cliff periods:

  • Employees: 1 year

  • Advisors: 3-6 months

  • Executives: Sometimes no cliff (typically negotiated)

Example scenario: Early employee joins, gets equity, then leaves after 6 months. Without a cliff, they’d walk away with 12.5% of their grant for minimal contribution. With a 1-year cliff, they get nothing — fair protection for the company.

Why it matters: The cliff is the most critical date in your vesting schedule. Missing it by a few days can mean forfeiting significant equity.


Vesting

The process by which you earn the right to keep your equity over time. Unvested equity can be repurchased by the company (at the original price) if you leave.

Why vesting exists:

  • Incentivizes long-term commitment

  • Protects company if someone leaves early

  • Standard practice expected by investors

Example:

  • Grant: 48,000 shares with 4-year vesting

  • Monthly vesting: 1,000 shares per month

  • After 18 months: 18,000 shares vested (yours to keep)

  • Remaining: 30,000 shares unvested (company can repurchase if you leave)

What “vested” means:

  • You’ve earned the right to keep these shares/options

  • Company can no longer take them back

  • You can exercise options (if options) whenever you want

  • You keep them even if you leave the company


Vesting Schedule

The timeline over which your equity vests. The most common schedule is 4 years with a 1-year cliff.

Standard vesting schedule:

  • Duration: 4 years total

  • Cliff: 1 year (see below)

  • After cliff: Monthly or quarterly vesting for remaining 3 years

Example (4-year, 1-year cliff, monthly vesting):

  • Grant: 48,000 options

  • Year 1: Nothing vests until 12-month mark

  • Month 12: 25% vests (12,000 options)

  • Months 13-48: 1,000 options vest each month

Alternative schedules:

  • No cliff: Vesting starts immediately (monthly from day 1)

  • Different durations: 3-year, 5-year schedules

  • Back-loaded: More vests in later years

  • Milestone-based: Vests when goals are achieved

  • Multi-tranche: Vesting that is a combination of both a milestone-based and duration-based thresholds

Why it matters: Vesting schedules protect the company from someone leaving early with too much equity. The 1-year cliff is particularly important for early employees.


Reverse Vesting

A vesting arrangement where you receive shares upfront (usually founders), but the company has the right to repurchase unvested shares if you leave early.

How it works:

  1. You receive 1,000,000 shares immediately (you own them)

  2. Shares subject to 4-year vesting with 1-year cliff

  3. If you leave after 18 months, company can repurchase 62.5% (30 months’ worth) at original price

  4. You keep 37.5% (18 months vested)

Example:

  • Founder receives 3M shares at company formation

  • Subject to 4-year reverse vesting

  • Leaves after 2 years

  • Company repurchases 1.5M unvested shares

  • Founder keeps 1.5M vested shares

Why it matters: Reverse vesting is standard for founders to ensure all co-founders stay committed. It protects remaining founders if someone leaves early.

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