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stocksale

stocksale

Asset Sale vs. Stock Sale: The Florida Tax Play

March 17, 2026 by Michael Shea PA

Florida has no state income tax. That’s the headline. For a business seller, it means the capital gains conversation is primarily a federal one — which is actually where the real money is anyway.

Filed Under: accounting, bestbusinessbroker, Business Management Tips, businessbroker, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors Tagged With: advisory, assetsale, cbi, certifiedbusinessintermediary, ibba, michaelshea, negotiation, sellers, stocksale, transacation

Should I Sell My Business as an Asset Sale or a Stock Sale?

September 29, 2025 by Michael Shea PA

This choice isn’t just a technicality—it has major implications for taxes, liability, and deal structure. Understanding the difference can help you make a smarter, more profitable exit.

Filed Under: exitplan, exitplanning, michaelshea, Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors Tagged With: #sellmybusiness, assetsale, businessbroker, cepa, company, ibba, michaelshea, stock, stocksale, tampabay, Transworld

Asset Sale vs. Stock Sale: What Business Owners and Buyers Need to Know

June 9, 2025 by Michael Shea PA

When you’re preparing to buy or sell a business, one of the most important decisions you’ll face is how to structure the transaction: as an asset sale or a stock sale. This isn’t just a legal or tax distinction—it’s a foundational element of the deal that can have serious consequences for both buyer and seller. As a business broker working across Florida for nearly two decades, I’ve seen this decision make or break deals. Let’s dig into the pros and cons of each option so you can understand what may be best for your situation.

Filed Under: Buy a Business, exitplanning, Selling A Business, Selling Your Company Tagged With: #buyabusiness, assetsale, choose, cpa, liability, michaelshea, sellabusiness, stocksale, tampabusinessbroker, tax, Transworld

Key Terms Every Tampa Business Owner Should Know Before Selling Their Business

April 30, 2025 by Michael Shea PA

  Selling your business is a major milestone — one that can impact your finances, your family, and your future. But if you’re like most Tampa Bay business owners, you didn’t start your company with a sale in mind. That means you may be unfamiliar with the terms, processes, and language buyers and brokers use […]

Filed Under: Business Management Tips, exitplan, exitplanning, Selling A Business, Selling Your Company, Tampa Business Sales Tagged With: add-backs, assetsale, cbr, cim, duedilligence, earnings, earnout, loi, noncompete, sde, stocksale, terms, workingcapital

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

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