Equity is often the most valuable thing founders, early employees, and executives earn. It’s also one of the most common sources of conflict we see. Disputes over shares and options rarely appear out of nowhere. Usually, there were signs along the way that something wasn’t right.
Our friends at Grey Ocean, PC discuss how often people sense trouble with their ownership stake but wait to act until a sale, a termination, or a funding round forces the issue. Talking with an equity dispute lawyer when the first red flags appear can preserve options that might disappear later. Below are the warning signs we encourage people to take seriously.
This one comes up constantly, especially at startups. A founder tells a new hire they’ll get a meaningful stake. Everyone shakes hands. Months go by, and no grant agreement ever shows up.
Verbal promises and casual emails can carry weight, but they’re much harder to enforce than signed documents. If your equity hasn’t been approved by the board and put in writing, ask about it now. Politely, but in writing.
Some dilution is normal. When a company raises money or expands its option pool, existing holders typically own a smaller percentage. That’s part of growth.
But there’s a difference between ordinary dilution and dilution that seems designed to push certain people out. Be cautious if you notice:
None of these automatically means something improper happened. They do mean you should take a closer look.
Shareholders usually have some right to review company records, though the scope depends on the type of entity and its governing documents. If you ask for a copy of the cap table, financial statements, or board minutes and get silence or excuses, pay attention.
Companies with nothing to hide tend to share this information. Stonewalling is often a sign of a bigger problem.
How you leave a company can dramatically affect what happens to your equity. Many agreements allow the company to repurchase shares at a low price, or cancel unvested and even vested awards, if an employee is terminated for cause.
We’ve seen companies stretch that definition to reclaim equity from people who did nothing wrong. If you’re being pushed out and the word “cause” starts appearing in conversations, don’t sign anything until you understand how it affects your stake.
A sudden stack of documents is a classic warning sign. Maybe it’s a release tied to your severance. Maybe it’s an amendment to your option agreement right before an acquisition. Or a new shareholder agreement with terms nobody explains.
Pressure to sign quickly usually benefits the party applying the pressure. And once you sign away a right, getting it back is difficult. Take the time to read carefully and ask questions.
Acquisitions bring equity issues to the surface fast. Liquidation preferences, conversion terms, and payout waterfalls can mean that a headline sale price looks very different by the time it reaches common shareholders. Sometimes that’s simply how the deal was structured. Other times, it reflects terms that were never properly disclosed or approved.
If the numbers you’re seeing don’t match what you were led to expect, it’s worth finding out why before the transaction closes.
Equity disputes tend to get harder, not easier, with time. Documents get lost, memories fade, and deadlines in your agreements may quietly pass. If you’ve noticed any of these warning signs or simply want to understand where you stand, we encourage you to connect with an attorney who can review your agreements and help you think through your next steps.
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