Selling a business or preparing for succession involves decisions about taxes, deal structure, timing and transition. These articles walk through real scenarios: how capital gains taxes affect your net proceeds, when a stock sale makes more sense than an asset sale, how installment sales and earnouts can change the math, and signals that the time to sell has come. Explore topics that match your stage.
· 6 min read
Why the $6 Million Headline Misleads: Capital Gains Tax on Selling a Business
Signing the buyer's allocation can turn $1M of price into ordinary income.
Continue reading →· 8 min read
Asset Sale vs. Stock Sale: What Each Leaves You After Tax (a Walkthrough from Apollon Wealth Management)
In a stock deal the buyer takes over the company's low tax basis, so the seller's recapture stays inside a capital gain instead of being taxed as ordinary income.
Continue reading →· 8 min read
Is an installment sale of a business worth it when the buyer can't pay cash?
Spreading gain over a ten-year note saves tax only in some cases.
Continue reading →· 7 min read
How to prepare a business for sale: a three-year timeline of tax decisions
Sale-year income can raise Medicare Part B to $689.90 a month.
Continue reading →· 8 min read
How to Weigh an Earnout vs. Cash at Closing Before You Sign
For most sellers, cash at closing beats an equal earnout, because earnout dollars come later, may never come, and can be taxed as wages if tied to your staying.
Continue reading →· 8 min read
Business Sale Price to Retire: A Backward Test for Owners in Their Early 50s With an Offer
A sale price that looks big can fall $2 million short once tax is counted.
Continue reading →· 6 min read
How Apollon Wealth Management Approaches the Mistakes Selling a Small Business Owners Make
Every $100,000 of price labeled as a noncompete instead of goodwill costs about $15,000 more in federal tax, assuming a 35 percent ordinary rate and a 20 percent capital gains rate for illustration.
Continue reading →· 8 min read
The Apollon Wealth Management Guide to a Letter of Intent Checklist for a Business Sale
Owners assume a nonbinding letter commits them to nothing, but the structure and the cash-versus-note mix it sets rarely change after signing, because the buyer's financing is built on them.
Continue reading →· 9 min read
SEP-IRA vs. Solo 401(k): Why Opening the Plan Before Counting Employees Backfires
A solo 401(k) can add $35,750 over a SEP-IRA, but only without eligible employees.
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Gifting Business Shares to Children Before a Sale: The Apollon Wealth Management Checklist
Many owners assume the $19,000 annual exclusion caps what they can give.
Continue reading →· 8 min read
What are your health insurance options after selling a business before 65?
A rule of thumb: keep COBRA available for the 60-day election window, but price the full year, because marketplace credits use coverage-year household MAGI.
Continue reading →· 8 min read
When should I sell my business: four dated signals to check in the next 24 months
Waiting for the top price can leave you selling on someone else's deadline.
Continue reading →· 7 min read
How to size key person insurance for small business before an exit
For Gus, a hypothetical $1.2 million policy equals 18 months of $600,000 gross profit plus $300,000 to recruit and steady operations.
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