Term sheet red-flag checklist
The terms worth stopping on, as a list to run before you sign anything.
Checklist
SAFEs and terms
Why investors ask and what founders should negotiate.
August 19, 2026
Short answer: Founder vesting is a way to make founder equity continue to be earned over time, usually through a vesting schedule and sometimes a cliff or acceleration provision. Investors ask about it because the team is a major part of the company’s value. Founders should understand how vesting interacts with prior service, departure, termination, a sale, and future financing before accepting the terms.
This question is really about alignment and downside protection. Investors want to know what happens if a founder leaves shortly after the financing, while founders need to protect credit for work already done and preserve fair treatment in events outside their control.
There is no single vesting answer for every company. The important work is to understand the starting point, the future schedule, the trigger events, and the practical consequence of each clause.
Review vesting with both the cap table and the founder relationship in view. A schedule that looks reasonable in isolation can feel very different if one founder has worked for 3 years, another joined recently, or the company is changing roles. Put the facts and assumptions in writing before the term becomes a conflict.
List each founder’s shares, service date, prior vesting, unvested amount, and any existing agreement. Explain how the proposed document treats work completed before the financing.
Ask about vesting period, cliff, frequency, and whether the schedule resets. Translate the percentages into shares and dates so the effect is concrete.
Review voluntary departure, termination with cause, termination without cause, disability, death, and a change in role. The outcome may differ by event.
Single-trigger and double-trigger acceleration can change what happens in a sale. Ask what must happen for acceleration to apply and how much equity it covers.
Understand who can repurchase unvested shares, at what price, under which authority, and how the clause interacts with employment documents and local law.
Use the vesting conversation to clarify founder roles, decision rights, and the process for resolving a departure. Clear expectations reduce future ambiguity.
Suppose a founder owns 2 million shares and has worked full time for 30 months. A proposed financing document includes a new 4-year vesting schedule with a 1-year cliff, but does not clearly credit prior service.
The founder asks counsel to model three outcomes: crediting prior service, applying a partial reset, and applying a full reset. The numbers are illustrative, not a legal recommendation. The practical comparison includes shares at risk, the time to re-earn them, and what happens if the company is sold or the founder is terminated.
That conversation may lead to a documented compromise, such as credit for time served plus a new schedule for the remaining commitment. The point is to negotiate from facts and future responsibilities rather than from a generic market phrase.
Gather every founder equity and employment document, write the proposed change in plain English, and ask counsel to explain the outcome for each departure and sale scenario. Do not rely on a verbal promise that is not reflected in the documents.
Do not treat vesting as a moral judgment or copy a schedule from another company without considering service history, jurisdiction, roles, and financing context. If the terms are not acceptable, slow down, negotiate, or choose another financing path.
If you want a structured outside read, use the SAFE + Dilution Decoder. It is free, runs in your browser, and is designed to clarify the next decision rather than replace professional advice.
Pair this with What Startup Terms Should Founders Negotiate? and What Is a Term Sheet for a Startup?.
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The terms worth stopping on, as a list to run before you sign anything.
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Every SAFE on your cap table in one place: cap, discount, amount, and what each converts into.
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Originally published in The Raise Memo.