Preparing for your company's IPO — what it means for your equity
An IPO is the moment paper equity can finally become money — but it rarely works the way people expect. Lock-ups, double-trigger RSUs and the tax bill all land at once. Here's what to understand before the window opens.
Part of our guide to equity in a liquidity event.
When a private company lists, the employees holding its equity face a short, high-stakes set of decisions. The good outcomes tend to go to people who understood the mechanics before the S-1 landed — not those scrambling in the week of the roadshow. There are four things that decide what an IPO actually means for you.
1. The lock-up — you usually can't sell on day one
An IPO makes your shares public, not instantly sellable. Employees and insiders are almost always bound by a lock-up period — commonly 90 to 180 days after listing — during which you can't sell. The price can swing a long way in that window, up or down, while you simply hold. Plan around the lock-up expiry, not the IPO date.
2. Double-trigger RSUs — a tax bill can land at the IPO
Many late-stage private companies grant double-trigger RSUs: the units only settle when two conditions are met — you've hit the time-based vesting and there's a liquidity event such as an IPO. The listing trips that second trigger, so RSUs that have been quietly time-vesting for years can all settle at once. That settlement is ordinary income, often a large figure in a single tax year — even though the lock-up may stop you selling shares to pay for it. Find out whether yours are single- or double-trigger, and budget for the withholding gap.
3. Options and AMT — exercise timing matters
If you hold options rather than RSUs, when you exercise drives the tax. Exercising ISOs while the company is still private — when the 409A value is lower — generally means a smaller bargain element and can start the clock toward long-term capital-gains treatment. Exercise after a big IPO pop and the spread, and the AMT exposure, is usually far larger. There's no one right answer — it turns on cash, risk and conviction — but it's a decision best made before the rush, not during it.
4. After the lock-up — trading windows and 10b5-1 plans
Once the lock-up lifts, you still can't trade whenever you like. Public-company employees sell during open trading windows and steer clear of blackout periods around earnings; many set up a 10b5-1 plan — a pre-scheduled selling plan that lets shares sell on autopilot without the risk of trading on what you know. If you'll be left holding a concentrated position in one stock, decide your diversification plan in advance.
Get ready before the window opens
A listing is one of the few moments your equity turns real. The people who do well are the ones who did the homework early:
- Know your grant type — options (ISO/NSO) versus RSUs, and single- versus double-trigger.
- Map your vesting and any exercise cost — what's vested, what it would cost to exercise, and by when.
- Model the tax — ordinary income on RSU settlement, AMT on ISO exercise, and the withholding gap.
- Set aside cash for taxes — a bill can arrive while your shares are still locked up.
- Plan the lock-up and your diversification — decide in advance how much of one company you want to keep holding.
Thinking about selling?
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General, independent references on how private-company shares and options work. We're not affiliated with any of them.
- Carta — cap tables, secondaries and valuation explainers
- Cooley GO — startup legal explainers, including rights of first refusal
- Forge Global and EquityZen — secondary marketplaces (larger, later-stage deals)
- Ledgy and Index Ventures OptionPlan — European equity & ESOP references
General information only — not financial, tax or legal advice. Every situation is different; check your own share and option agreements and take professional advice before selling. PrivateTechShares is an education and tools service: it is not a broker or marketplace, does not introduce buyers and sellers, does not hold funds, and does not execute or advise on transactions.