Common questions

When should I involve a financial advisor in selling my business?

Ideally one to three years before a sale. Pre-sale planning - entity structure, QSBS eligibility where applicable, estate moves, and cleaning up financials - is far more valuable before a letter of intent than after. Many options genuinely expire at closing.

What should I do with the proceeds after selling my business?

Common priorities: set aside the tax bill first, replace the income the business provided, diversify away from a single-asset concentration, and revisit estate documents with the new balance sheet. Most advisors recommend a deliberate pause before large commitments - the months right after a sale invite expensive mistakes.

How is the sale of a business taxed?

It depends on deal structure: asset sale versus stock sale, installment payments, earnouts, and your entity type all change the answer, often materially. Long-term capital gains treatment is common for stock sales held over a year. This is a question for your CPA and deal attorney early, not after signing.

Do I need a wealth manager if I already have a business broker or M&A advisor?

They do different jobs. A broker or M&A advisor sells the business; a wealth advisor plans what the sale means for your taxes, income, investments, and estate before and after the wire arrives. The two should work from the same timeline.

What is QSBS and could it apply to my sale?

Qualified Small Business Stock (Section 1202) can exclude some or all federal gain on the sale of qualifying C-corp stock, subject to holding-period and other requirements that changed for newly issued stock in 2025. Whether your shares qualify is a fact-specific determination for a tax professional - confirm before you sell, not after.

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