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Ask Better Questions, Buy Better Businesses

A prepared buyer learns more in one good conversation than from any listing sheet. The questions below are designed to surface the things that determine whether a business is a smart acquisition: the reality behind the numbers, how dependent it is on the owner, and where the risks hide. Ask them directly, and pay as much attention to how the seller answers as to what they say.

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Questions About the Financials

Questions About Why They're Selling

A credible reason for selling (retirement, health, a new venture) is reassuring. Vague, shifting, or evasive answers are a red flag worth pursuing.

Questions About Customers and Revenue

Questions About Operations and People

These answers reveal owner dependency — often the single biggest factor in whether the business is truly transferable.

Questions About the Future

Answers That Should Worry You

Watch for answers that don't add up: reluctance to share financials, "trust me, there's a lot of cash off the books," a reason for selling that keeps changing, or an admission that customers really buy because of the owner personally. None of these automatically ends a deal, but each one is something to verify hard in due diligence. The seller's transparency is one of the best early signals of whether a deal will hold together.

Frequently Asked Questions

What questions should I ask when buying a business?

Ask for three years of tax returns, P&Ls, and bank statements; how SDE and add-backs are calculated; why the owner is selling; who the largest customers are and what share they represent; whether relationships are with the business or the owner; what the owner does day to day; which employees are essential; and the status of the lease, licenses, and contracts.

What should I ask about why the owner is selling?

Ask why they're selling and why now, what they'd do differently if staying, the biggest challenge the business faces, and whether they'll offer a transition period or seller financing. A credible reason such as retirement is reassuring; vague or shifting answers are a red flag to investigate.

How do I find out if a business depends on the owner?

Ask what the owner does day to day and how many hours, what happens if they're out for a month, whether key relationships are personal or belong to the business, and whether processes are documented. Heavy owner dependency means revenue may leave when the seller does.

What seller answers are red flags?

Reluctance to share financials, claims of significant unrecorded cash income, a reason for selling that keeps changing, and admitting customers stay because of the owner personally. These don't automatically end a deal but must be verified thoroughly in due diligence.

Martin Navarro, Business Broker and M&A Advisor in Los Angeles
Martin Navarro · Business Broker & M&A Advisor

Martin Navarro advises business owners across Los Angeles, Ventura, and Southern California on selling, buying, and valuing privately held companies. A U.S. Marine Corps veteran with dual CSUN degrees in Business Management and Accounting, he brings hands-on transaction experience and a straight-talking, numbers-first approach to every engagement. Bilingual in English and Spanish.

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Martin Navarro helps buyers ask the right questions and read the answers that matter. Let's talk about the business you're considering, confidentially and with no obligation.

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