IPOs & equity

What happens when your company goes public?

The money does not just become liquid. It becomes emotional, taxable and suddenly everyone has an opinion.

What happens when your company goes public? Money for Operators story card.

A company going public is usually described as a market event. For employees, it is closer to a decision event. The bankers get a fee, the founders get a bell to ring, and several hundred people who joined for the mission quietly become holders of a concentrated, newly liquid, heavily taxed position they never actually chose to buy.

Before the listing, the value sits in a strange mental category. It is money, but not quite. It is yours, but not fully. It is exciting, but also surrounded by vesting, tax, lockups, blackout windows and the quiet fear of asking an obvious question too late. This piece is about what actually changes on the day the ticker goes live, and why the hard part starts after the champagne.

What actually happens on the day

Mechanically, an IPO is less dramatic than it looks. The company sells a slice of new shares to public investors at a price set the night before. Your equity does not suddenly convert into cash. In most cases, three things happen to you specifically.

  • Your shares or units get a public price that updates every second, which your brain will treat as a personal scoreboard.
  • If you hold double-trigger RSUs, the listing is usually the event that makes years of accumulated units vest at once, which is also a large income tax event in most jurisdictions.
  • You almost certainly cannot sell anything yet, because a lockup typically keeps employees out of the market for roughly 90 to 180 days.

That combination deserves a moment of appreciation. On listing day, many employees simultaneously receive their largest ever tax liability and their smallest ever ability to do anything about it. Companies usually handle the mechanics through sell-to-cover arrangements, where a chunk of your newly vested shares is sold or withheld for tax before you touch the rest. The precise plumbing varies. The feeling does not: the number you mentally owned and the number you actually keep are different numbers.

The lockup is a psychology experiment

The lockup period is framed as a technicality. It is really an experiment in watching. For months, you can see the price of your own net worth move every trading day, and you are not allowed to act. If the price rises, holding feels like genius and selling later feels like a betrayal of the obvious trend. If the price falls, you learn what it is like to lose money you never banked, which is a special category of misery because everyone around you still believes you are rich.

It is worth saying plainly: nobody knows what your company's share price will do when the lockup expires. Not you, not your manager, not the person in the team channel who has started posting technical analysis. What is knowable is your own position. How much of your net worth is in this one name. What you would do with the money if it were cash in your account today. Whether you would buy this exact stock, at this exact price, with that cash. That last question tends to clarify things quickly.

The tax bill has its own calendar

Tax is where clever people get caught, mostly because equity tax runs on a different calendar from equity feelings. In broad strokes, and with the obvious caveat that the details depend entirely on your jurisdiction and your grant paperwork: RSUs are typically taxed as income when they vest, based on the price on that day. What happens to the price afterwards does not change that bill. If the shares fall 40 percent after your vest and you held on, you still owed tax on the higher number. You have paid income tax on wealth that no longer exists.

Options have their own versions of this trap, with exercise windows, spreads taxed in ways that surprise people, and deadlines that do not move because you were busy shipping a launch. None of this is a reason to panic. It is a reason to know your own dates. The people who come out of IPOs feeling fine are rarely the ones who predicted the share price. They are the ones who knew what they held, what they owed and when.

The operator read

Here is the uncomfortable framing. The company already made a portfolio decision on your behalf: it decided what percentage of your compensation should be equity, on its terms, on its schedule. Continuing to hold everything after it becomes liquid is not neutral. It is an active decision to run a concentrated position in a single stock, made by someone whose salary, career capital and professional network are already tied to the same company. A fund manager who did that would have to write a memo explaining themselves.

Loyalty is a fine reason to work somewhere. It is a terrible reason to hold a concentrated position by accident.

None of that means selling everything is the right answer either. Plenty of employees have sold early and spent a decade doing the maths on what the shares became. Concentration built most of the fortunes in tech, and diversification protected the rest. The point is not which side wins. The point is that holding and selling are both decisions, and only one of them currently feels like one.

The part people will argue about

Inside companies, selling at the lockup expiry is often treated as a small act of treason. Executives talk about conviction. Colleagues notice who is still all in. This is incentives doing what incentives do: the company benefits from employees holding, so holding gets moralised. But your household is not a shareholder communications programme. The people who wrote the vesting schedule diversified across hundreds of employees. The venture investors on the cap table are diversified across dozens of companies. You are the only party in the building expected to feel guilty about diversifying.

When your company goes public, the market event lasts a day. The decision event lasts a couple of years: vests, lockup expiries, tax deadlines, and a share price that will spend the whole time auditioning for control of your mood. You do not need certainty to handle it. You need to know what you hold, what it costs to keep, and what job that money is supposed to do for you. The share price is public now. Your plan should not be.