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Why founder shares should usually be subject to vesting

When founders agree how to split the company, the natural assumption is that everyone will stay and build it together. That assumption may be completely reasonable at the time, but the shares can outlast the relationship. If a founder receives their entire stake permanently on day one and leaves six months later, they may continue owning a large part of the company while the remaining founders spend the next several years doing the work. Vesting is one way to avoid that mismatch. It allows founder ownership to become fully earned over time rather than assuming from the beginning that every founder will remain for the full journey.

Vesting does not mean the founder has no shares until the end

This is a common misunderstanding. A founder can be issued shares at the beginning while the agreement gives the company a right to take back the unearned portion if the founder leaves before the vesting period is complete. The exact legal structure can vary, but the commercial idea is straightforward: the longer the founder remains and contributes, the more of the original stake becomes secure.

This is different from saying the founder is being paid in instalments. The founder may still vote shares and participate in the company, depending on the documents. Vesting is mainly about what happens to the part of the ownership that has not yet been earned if the founder's involvement ends early.

The cliff deals with very early departures

Many vesting arrangements include a cliff, often around the first year. During that initial period, none of the shares vest. Once the founder reaches the cliff date, a first portion vests and the remaining shares continue vesting over time. The reason is practical. If someone leaves after two or three months, the company may decide that such a short period of involvement should not create permanent founder ownership.

The exact length should fit the relationship rather than being copied automatically from another startup. If the founders have already been building together for a meaningful period before incorporation, they may agree that some of that contribution should be recognised. A founder who created the product before the other founders joined may also have a different starting position. Vesting works best when the schedule reflects what the founders are actually bringing into the company.

Departure terms decide what vesting means when someone actually leaves

A vesting schedule on its own does not answer every exit question. The agreement should explain what happens to unvested shares and whether the reason for departure changes the outcome. A founder who chooses to leave for another job may be treated differently from someone who cannot continue because of serious illness. The company may also want stronger consequences for fraud or other serious misconduct.

These distinctions need care because they can become contentious very quickly. The goal should not be to create a punishment system around founder exits. It should be to preserve a fair connection between contribution and ownership while protecting the company from an early departure that leaves a large block of inactive founder shares behind.

Investors often care because founder ownership affects who remains motivated after the round

When investors look at a company, they are not only buying into the product. They are also relying heavily on the founders to keep building after the investment. If one founder already owns a large fully earned stake despite having been involved for a very short time, or if the remaining founders have very little equity left to earn, the ownership structure may raise questions about long term motivation.

Investors sometimes ask founders to adopt or restart vesting as part of a funding round for exactly this reason. Founders can find that frustrating if they believe they have already earned their shares through years of work, so the discussion needs to take account of what has already been contributed. The investor's concern, however, is understandable: after putting money into the company, they want the people responsible for building it to have meaningful ownership tied to continued involvement.

Vesting should be agreed while everybody still expects the relationship to work

The best time to discuss vesting is before anyone is thinking about leaving. At that stage, the founders can talk about contribution, commitment and fairness without every clause being interpreted through an existing dispute. They can decide whether prior work should count, how long the schedule should run and what happens in different departure situations.

No vesting arrangement can remove the difficulty of losing a cofounder. It can, however, prevent the company from having to negotiate basic ownership questions after the relationship has already broken down. For founders, the principle is simple: if the original share split was based on the expectation that everyone would spend years building the business, the documents should recognise what happens when that expectation turns out not to be true.

This article is general information and not legal advice. For guidance on your specific circumstances, speak with us directly.