Selling startup shares

What discount is fair when you sell startup shares?

Private shares almost never sell for the headline number from the last round. Here's why the discount exists — and how to judge whether an offer is reasonable.

If you're thinking about selling some of your startup shares — or an investor has already made you an offer — the first question is almost always the same: is this a fair price?

The honest answer: shares in a private company almost never sell for the "headline" number from the last funding round. They sell at a discount. That isn't someone taking advantage of you — it's the normal price of turning paper equity into cash early. Understanding why the discount exists is the best way to judge whether an offer is reasonable.

Why private shares sell below the last round price

A few things pull the price down, and they stack:

So what's a "fair" range?

There's no single correct discount, and anyone quoting you an exact percentage as a rule is guessing. As a rough way to think about it: small, early-stage, common-share sales tend to change hands well below the last preferred round price — often a meaningful discount, and sometimes a steep one for very early or very illiquid companies. Later-stage, well-known companies with lots of buyer demand trade much closer to their last valuation.

The point isn't to memorise a number. It's to anchor your expectation to your situation: early + common + tiny + restricted = larger discount; later + more demand + fewer restrictions = smaller discount.

A quick example. Say the last round priced preferred at $20. A later-stage, in-demand company's common might change hands around $14–17 (roughly a 15–30% discount); a very early, illiquid, restricted holding might be $8–12 or less (a 40–60%+ discount). Same last round, very different fair prices — which is exactly why your situation sets the number, not a rule of thumb. Illustrative — run your own range.

Work out your own number in ten seconds

Start from your last round price (or 409A / latest valuation), your share count, and whether they're already exercised. Our free estimator shows a sensible range to anchor on before you talk to any buyer.

Try the free estimator →

Want the full walk-through — valuing your stake, setting a floor, negotiating without giving away your position? It's inside the Equity Toolkit (€39), in a Europe and a US edition.

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Further reading

General, independent references on how private-company shares and options work. We're not affiliated with any of them.

How we keep this accurate. We write from primary sources — official tax authorities (HMRC, IRS), financial regulators (FCA, SEC) and company filings — date every page, and review them regularly. This is independent, educational information, and deliberately not a substitute for professional tax, legal or financial advice on your own situation.

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.