Most Founders Leave 6 Figures on the Table When They Sell. Here’s Why.

Jul 29, 2026 06:00 AM - 3 hours ago 4

Opinions expressed by Entrepreneur contributors are their own.

Key Takeaways

  • The spread betwixt a $300,000 exit and a $900,000 exit isn’t really bully your business is — it’s whether you’ve built the plus buyers really salary for.
  • Stop optimizing for taxes and commencement optimizing for cleanable books: the pennies you prevention successful April costs you millions astatine exit.

Many entrepreneurs spot building a institution and yet trading it arsenic the eventual achievement. My first exit happened by accident, and I didn’t moreover cognize I’d had one.

I was 19, mowing lawns because I’d bought a mower, and stepping to jobs costs maine nothing. The time I landed a existent occupation pinch wellness insurance, I planned to conscionable stop. Tell the customers thanks, move on. Then a feline knocked connected my doorway and offered to bargain my customer list. I had nary thought you could waste thing for illustration that. I took the money, walked distant and spent the adjacent 20 years realizing really galore founders ne'er fig retired what I stumbled into astatine 19. A small business is an asset, and assets person worth beyond what their owners think.

I’ve now sold 4 companies myself and mentored location betwixt 8 and 12 different founders done their ain exits. Acqui-hires, occurrence sales, the occasional cleanable win. Most of these don’t make the news. When you publication “acquired for an undisclosed sum,” half the clip it intends personification conscionable dodged bankruptcy.

This article is not for you if you’re trying to technologist a $50 cardinal exit. Above astir $8 million, you’ll beryllium moving pinch bankers and brokers who grip astir of what I’m astir to thatch you. This is for the laminitis who’d beryllium ecstatic pinch a $900,000 result and can’t get a agent to return a telephone because the committee isn’t worthy their time. That’s astir small business owners. According to BizBuySell’s 2024 Insight Report, the median mini business waste was astir $350,000, pinch the mean SDE aggregate sitting astatine conscionable 2.57 times crossed each industries. This is the scope wherever the astir money gets near connected the table, because nobody’s successful the room telling you what your business is really worth.

One caveat, and I want to beryllium clear astir it. I do not counsel starting a institution for the exit. Start it because you’re solving a existent problem for existent people. But the smartest founders I cognize do both. They lick the problem and building the business truthful that erstwhile Google comes calling, they’re ready.

If you’re an entrepreneur pinch aspirations to exit someday, here’s what you request to cognize earlier you beryllium down crossed from a corp dev team.

Your customer database is an asset, moreover successful a work business

This is the instruction the lawnmower feline taught me. A cleanable customer database — names, what they’ve paid you, really agelong they’ve been pinch you complete the past three, six, aliases 12 months — forms the ground of almost each small business valuation. You tin spot a defensible number connected those customers based connected their mean yearly spend.

20 customers paying you $20,000 a year? That’s a $400,000 guidelines valuation earlier anyone moreover looks astatine your operation. Most work business owners person ne'er thought astir their book of business this way. They deliberation they’re trading their time. They aren’t. They’re sitting connected an asset.

Contracts aren’t bureaucracy. They’re proof.

The worth of a statement isn’t that the customer is bound by it. The worth is that they were consenting to motion it successful the first place.

I’ve watched 2 astir identical businesses get wildly different offers because 1 had signed agreements and the different had handshake relationships and a agelong way record. The handshake feline was really much profitable. He still sewage little money, because the purchaser can’t underwrite a handshake. A signature is grounds that the narration is real, the gross is contracted, and it doesn’t locomotion retired the doorway erstwhile you do. Put it successful writing, moreover retroactively. Especially retroactively.

The EBITDA tax-avoidance trap

This 1 breaks my bosom because I’ve watched it termination deals.

EBITDA (earnings earlier interest, taxes, depreciation and amortization) is the number buyers multiply to onshore connected your valuation. And what do mini business owners do each December? They bargain inventory they don’t need. They prepay expenses. They tally individual worldly done the business. All of it perfectly legal, each of it designed to little EBITDA truthful they salary little successful taxes.

It whitethorn consciousness smart successful April, but it’s catastrophic astatine exit.

Buyers want numbers. If you’re readying to waste successful the adjacent 3 years, commencement showing your existent profit and salary the existent taxes connected it. Your financial statements request to bespeak what really happened successful the business. You cannot waste your institution for 7 times the money you spent 3 years pretending didn’t exist.

I show each laminitis I mentor that the time you determine you mightiness exit someday is the time you extremity optimizing for taxation minimization and commencement optimizing for cleanable books. The taxation savings are pennies. The valuation deed is millions.

The email database multiplier

A existent customer email database is worthy its weight successful gold. When I sold Black Helmet to a nationalist purchaser successful 2016, the woody included a database of astir 200,000 existent customers. These were not scraped names, not free lead magnets, but existent paying customers. That database unsocial was capable to push the woody crossed the period the purchaser needed to warrant it internally. They put a value per sanction based connected what it costs them to get 1 done advertizing — location astir $2.50 a head.

Do the mathematics connected that. If you’ve sewage a database pinch existent engagement and existent acquisition history, that’s a statement point connected your valuation. Most founders don’t moreover cognize what their unfastened rates are, fto unsocial what a purchaser would salary for the list. Find out.

The customer attraction killer

Here’s a mobility each corp dev squad will inquire wrong the first 30 minutes: what percent of your revenue comes from your largest customer?

According to FOCUS Investment Banking, erstwhile a azygous customer represents excessively overmuch of a business, the transaction valuation tin beryllium reduced by 20-35%. Most buyers commencement flagging attraction consequence supra 15-20%, and supra 30% you’re looking astatine superior aggregate compression — if the woody happens astatine all. It doesn’t matter really bully the narration is aliases really agelong they’ve been pinch you. From the buyer’s perspective, you’re not trading them a business. You’re trading them 1 customer, and 1 telephone telephone from being retired of business.

If you’re a twelvemonth aliases 2 distant from selling, this is the astir fixable problem connected the list. Diversify. Push difficult connected sales. Get your biggest customer beneath 15% of gross earlier you ever locomotion into a conversation. The activity you do this twelvemonth straight translates to aggregate description adjacent year.

Take the ‘what happens if you get deed by a bus’ test

This is intimately related, and arsenic lethal. If the business cannot tally without you successful it, you don’t person a business. You person a occupation that pays well.

Buyers will sniff this retired instantly. Who handles sales? You. Who manages the cardinal vendor relationship? You. Who knows wherever the bodies are buried successful operations? You. Every “you” reply cuts the multiple.

The hole is unsexy and slow. Hire, document, delegate. Write down the SOPs. Put a income head successful place. Train personification to grip the relationships you’re holding personally. A business that runs without the laminitis sells for meaningfully much than the aforesaid business that doesn’t, moreover if the financials are identical.

Technology acquisitions: flip the math

Here’s the leverage astir founders miss erstwhile they’re being acquired by a overmuch larger company.

Say you’ve built a merchandise doing $1 cardinal a twelvemonth astatine 30% gross margins. EBITDA of $300,000. Buyer offers you 7 times EBITDA, truthful $2.1 million. That feels for illustration a existent number. You’re tempted to return it.

But now look astatine it from their side. They person 50,000 customers. Your product, dropped into their distribution, tin plausibly adhd $10 cardinal to their apical statement successful twelvemonth one. You’re not trading them what you built. You’re trading them what they tin do pinch what you built.

That reframe changes everything astir the negotiation. The mobility isn’t what your business is worthy opinionated alone. The mobility is what it’s worthy wrong their machine. If you locomotion successful pinch the standalone number, you’ll get the standalone price. If you locomotion successful pinch the integrated number — pinch the math, the customer overlap analysis, the realistic year-one synergy — you’re playing a different game.

Build toward recurring gross (this is the header lever)

If you return 1 point from this article, return this: according to BizBuySell, the mean mini business sells for 2.57 times seller’s discretionary earnings. Now look astatine the SaaS side. SaaS Capital, which has tracked backstage B2B SaaS valuations since 2007, reports the existent set sits astatine 5.5x to 8x yearly recurring revenue, pinch the nationalist SaaS Index median astatine 7.0x. Same gross dollars, double aliases triple the exit valuation.

The quality is predictability. Buyers will salary a monolithic premium for gross that shows up each period without you having to re-sell it.

You don’t person to beryllium a package institution to get immoderate type of this. You tin return a work business and platform-ize it. Build a login, a dashboard, a recurring costs system, a deliverable that lands each period for $500 aliases $5,000 alternatively of being a one-off engagement. You’re now trading subscriptions alternatively of services. The aggregate expands overnight.

It’s not personal. It’s not your baby.

When a lowball bidder opens pinch an insulting number, founders return it personally. They get angry. They get defensive. They get rattled, and they locomotion distant from the speech entirely, not realizing what felt for illustration an reproach was conscionable the opening offer.

You whitethorn beryllium tempted to move complete the array and locomotion away, but don’t. That’s virtually the job. The buyer’s domiciled is to get you for arsenic small arsenic possible. Your domiciled is to cognize what you’re worthy and garbage to flinch. It’s not personal, and it’s not your baby. People don’t waste their babies. They waste businesses. You opportunity $8, they opportunity $1; the truth is location astir $4 to $5, and the crippled has officially started. If you don’t person the information — the customer list, the contracts, the cleanable books, the integration math, the answers to the customer attraction and key-person questions — you’re going to suffer that game. They’re experienced. You aren’t.

So earlier you beryllium down astatine the table, beryllium down pinch forty different tables first. Send 40 acold emails to firm improvement teams connected LinkedIn. Four will reply. Two will work together to meet. Take those meetings moreover if you’re not selling. Especially if you’re not selling. The questions they inquire you will thatch you what really matters successful a valuation. Then build your business truthful that erstwhile the existent speech comes, you’ve sewage the answers ready.

That’s the full game. Build the asset. Know what it’s worth, and don’t blink.

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