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Michael Shea

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IRS

IRS

Tax Strategy & After-Tax Proceeds: Why What You Keep Matters More Than the Sale Price

December 17, 2025 by Michael Shea PA

One of the biggest mindset shifts business owners go through when preparing to sell is realizing that sale price is not the same as what they take home. Sophisticated sellers focus on after-tax proceeds, not just valuation. Two deals can have the same purchase price and produce dramatically different outcomes once taxes are applied. The […]

Filed Under: accounting, cpa, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors Tagged With: allocation, capitalgains, cepa, cpa, florida, ibba, income, IRS, michaelshea, ordinaryincome, orlando, tampa, TAXES

Top Tax Strategies for Florida Business Owners Before a Sale

April 22, 2025 by Michael Shea PA

Selling your business should feel like a reward, not a tax nightmare. Florida gives you a head start with no state income tax, but these federal strategies can save you even more. Whether it’s timing your sale, picking the right sale type, or spreading payments, a little prep goes a long way. Want to see how much you could save? Reach out to me, Michael Shea, at 321-287-0349 for a free consultation. Let’s make your sale a win—taxes and all.

Filed Under: exitplan, exitplanning, Selling A Business, Selling Your Company, Tampa Business Sales Tagged With: asset, businessbrokers, capitalgains, cepa, cfp, cpa, exitplan, floridabusinessbroker, IRS, michaelshea, retirement, stock, tampa, TAXES, Transworld

Tax Considerations When Selling A Business

January 2, 2024 by Michael Shea PA

Navigate the Tax Maze: Unraveling the Sale of Your Tampa Business with Michael Shea Selling your Tampa business is a momentous occasion, brimming with both excitement and anxiety. While visions of freedom and financial reward dance in your head, the looming complexities of taxes can cast a shadow on your joy. Demystifying Tax Beasts: First, […]

Filed Under: Uncategorized Tagged With: businessbroker, consequences, IRS, michaelshea, tampa, TAXES

What is Section 338(h)and how can it help sellers and buyers get a deal done?

June 16, 2023 by Michael Shea PA

Section 338(h)(10) allows a purchasing corporation to elect to treat the acquisition of another corporation as a deemed asset purchase for tax purposes, even though it may legally be structured as a stock purchase. This means that the purchasing corporation can treat the transaction as if it had acquired the assets of the target corporation, resulting in potential tax benefits such as stepped-up basis in the assets and the ability to deduct any resulting goodwill or intangible asset amortization.

Filed Under: Buy a Business, Selling A Business, Selling Your Company Tagged With: businessbroker, exitplanning, IRS, michaelshea, selling, stocksale, tampabusinessbroker, taxcode

What are some potential IRA audit triggers for small businesses?

March 19, 2023 by Michael Shea PA

If a business consistently reports losses on its tax returns year after year, this could trigger an audit. See #2 above…..you have a multi million dollar house on the water yet your business shows a loss.  True story of a childhood friend I knew and their business….never made money but had nice houses.

Filed Under: Business Management Tips, Selling A Business, Selling Your Company Tagged With: businessbrokerage, dedcutions, FELONY, INTERNALREVENUESERVICE, IRS, smallbusiness, tampabusinessbroker, TAXES, transworldma

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