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:
- Illiquidity. There's no public market. A buyer can't sell tomorrow if they change their mind, so they pay less today to compensate for being locked in for years.
- You're usually selling common shares, not preferred. The last round price was for preferred shares, which carry protections (liquidation preference, anti-dilution) that ordinary employee and founder shares don't. Common shares are simply worth less than preferred.
- It's a minority stake. A buyer taking a small, non-controlling position with no board seat and limited information will price that in.
- Information gap. The buyer sees less than an institutional investor would. Less certainty means a lower price.
- Restrictions. If the sale is subject to the company's right of first refusal (its or its investors' right to buy your shares first) or needs board approval, that friction weighs on the number too.
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.
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 (€29), in a Europe and a US edition.
Read next
- How much are my startup shares worth?
- How to get cash out of your startup equity — without waiting for an exit
- Can I sell my startup shares before an exit or IPO?
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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 makes introductions only: it is not a broker, does not hold funds, and does not execute or advise on transactions.