Sunday, November 1

How to Judge Whether a Startup Sale Price Was Fair

Two executives shaking hands after agreeing a startup sale price
Image: rawpixel.com / Wikimedia Commons, CC0

Every few months a software company gets acquired for a headline-sized sum, and the internet splits into two camps. One says the founders got robbed, the other says they got lucky. Both camps usually argue from a single number. A fair judgment of a startup sale price needs more than that, and the tools for it are available to anyone willing to think like a buyer for an hour.

Start with what the buyer is paying for

A startup sale price is a number for a bundle of things: customers, revenue, technology, people and strategic position. Different buyers value those pieces differently. A company that buys for the product plans to run it. One that buys for the engineers may shut the product down. A competitor might pay a premium simply to stop a rival from owning the asset.

Startup sale price - Two executives shaking hands after agreeing a startup sale price
Image: Desiapollo / Wikimedia Commons, CC BY 4.0

That is why the same business can be worth very different amounts to different bidders. Fair is not a single value. It’s a range, and the top of the range belongs to whoever gains the most.

Revenue multiples, with caveats

The common shortcut is to divide the price by annual recurring revenue. Software companies often sell for multiples of revenue, not of profit, because many are investing heavily in growth. What multiple is reasonable depends on a handful of variables.

  • Growth rate. Faster growth earns a higher multiple.
  • Margins. Strong gross margins suggest the business scales.
  • Retention. Customers who stay and expand are worth more than customers who churn.
  • Market conditions. Multiples rise and fall with investor mood and interest rates.
  • Burn. A company losing a lot of cash has fewer choices.

Without those details, a multiple by itself says little. A high number can be cheap for a fast, profitable business and expensive for a stagnant one.

A simple scenario helps. Suppose two companies each sell for the same startup sale price. The first grew steadily, keeps most of its customers and has no debt. The second grew fast but burns cash and has loans to repay. On paper the deals match, yet the first founder’s outcome is far cleaner. After debt and investor preferences, the second team may take home much less.

Another thing to check is what the buyer already knew. Companies often buy partners they have worked with for years, so they understand the product, the team and the risks. That can mean a smoother deal, or it can mean the buyer had insight into how badly the seller needed the money. Relationships shape who gets funded in the first place, as why relationships still decide who gets funded in venture capital explains. And buyers who pay for engineers are entering a talent market that talent agents for software engineers only hint at.

Finally, look at who is speaking. In mergers and acquisitions, public statements about a startup sale price are almost always upbeat, even when private feelings are mixed. Silence on terms is normal and not a sign of a bad deal.

The founder’s position matters

Judging a startup sale price from outside is hard because you don’t see the alternatives the company had. Was it running low on cash and needing to sell? Did it have other offers? Could it have gone public or raised another round? A seller with options can walk away from a low offer. One without them often can’t. The best price in the world means little if the choice was between a deal and shutting down.

Timing plays a part too. Selling at a market high can look brilliant in hindsight, and selling just before a boom can look foolish. Neither says much about the quality of the decision at the time.

Why a startup sale price misleads

A reported startup sale price may include different things. Some figures include cash, some include stock whose value can change, and some include payments contingent on future performance, often called earnouts. A deal announced at a given figure may deliver less if conditions aren’t met. Retention packages for employees may also come from that total.

Then there’s what founders and employees actually take home. Investors usually hold preferred shares with liquidation preferences, meaning they get paid first, sometimes before common shareholders see anything. In a modest exit, those terms can leave employees with little, while in a big exit they barely matter. A large headline figure is therefore not the same as a large payout for everyone. Taxes, debt repayment and fees take their share too.

A checklist for judging a startup sale price

  • What was the company’s growth trend before the sale?
  • Was it profitable, or dependent on outside funding?
  • What did investors put in, and what return does the sale give them?
  • Is the buyer paying in cash, stock or both?
  • What does the buyer gain strategically, and could anyone else have wanted the same thing?
  • What happens to the product and employees afterward?

If you can’t answer most of these, humility is the right posture. Commentary that declares a sale a steal or a mistake from a single figure is usually guessing.

It’s possible for a price to be reasonable and still feel sad, especially when a product people loved disappears into a larger company. It’s also possible for a founder to take a lower price for certainty, or for a team to prefer a partner that will protect their work. Value includes things a spreadsheet misses.

The best use of this exercise is practical. If you ever build, join or invest in a company, understanding how exits really work lets you ask better questions about terms long before a sale happens.

Image: rawpixel.com / Wikimedia Commons, CC0.