Can I negotiate my vesting cliff?

Yes. Many companies will negotiate. Options: shorter cliff (6 months), partial credit for time at previous company, or acceleration if acquired within certain period. These negotiations are often easiest during offer stage.

What is double-trigger acceleration?

If the company is acquired AND you are terminated without cause (two triggers), your remaining unvested equity vests immediately. This protects you if the acquirer eliminates your role. Many offers include this; some don't.

Can I exercise my options before vesting?

Some companies allow "early exercise" of vested options. This lets you buy shares before vesting, locking in a lower tax basis (potential tax advantage under 83(b) election). This is rare but valuable.

Can I negotiate my vesting cliff?

Yes. Many companies will negotiate. Options: shorter cliff (6 months), partial credit for time at previous company, or acceleration if acquired within certain period. These negotiations are often easiest during offer stage.

What is double-trigger acceleration?

If the company is acquired AND you are terminated without cause (two triggers), your remaining unvested equity vests immediately. This protects you if the acquirer eliminates your role. Many offers include this; some don't.

Can I exercise my options before vesting?

Some companies allow "early exercise" of vested options. This lets you buy shares before vesting, locking in a lower tax basis (potential tax advantage under 83(b) election). This is rare but valuable.

AI Contract Analysis

Vesting Cliff Agreement — Protect Your Equity Before the Cliff

A one-year vesting cliff can trap thousands or millions in equity. If you leave one week before the cliff, you walk away with nothing. Our AI analyzes your vesting cliff terms, highlights the exact date your equity becomes yours, and flags acceleration clauses that could protect you in an acquisition or mass layoff.

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