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Michael Shea

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Sales Are Down, Prices Are Up: 5 Counter-Intuitive Takeaways From the Q3 Small Business Acquisition Market

October 21, 2026 by Michael Shea PA

With 27% of small business owners considering an accelerated exit due to economic strain, many risk making costly concessions. In an environment where buyers face higher borrowing costs and no pressure to overpay, hasty listings face steep price cuts or risk failing in due diligence.

Filed Under: businessbroker, Buy a Business, cepa, certifiedbroker, clearwaterbusinessbroker, exitplan, Selling A Business, Selling Your Company, St Pete, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors, valuations, valuegap Tagged With: #m&a, business broker, cepa, exit value, florida, insight, Median Prices, Michael Shea, orlando, tampa, Transactions, valuation

Thinking about selling your business? Explore key questions on business valuation, seller readiness, buyer types, deal structures, and M&A timelines to prepare for a successful exit.

July 30, 2026 by Michael Shea PA

You’ve spent years—perhaps decades—building, scaling, and pouring your energy into your business. Now, you’re beginning to think about an exit. For most founders, going to market is uncharted territory. It brings up critical questions: What is my business actually worth? Is it ready for sale? Who will buy it, and what will the deal structure […]

Filed Under: bestbusinessbroker, businessbroker, cepa, certifiedbroker, clearwaterbusinessbroker, ebitda, exitplan, exitplanning, HOA, michaelshea, privateequity, propertymanagement, Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors, vacation rental management, vacationrental, valuations, valuegap Tagged With: #m&a, business, deal, exit, financial, Michael Shea, orlando, private equity, strategic, tampa, target, valuation, vrma

How to Sell a Short-Term Rental & Vacation Rental Management Company in Florida

July 23, 2026 by Michael Shea PA

Buyers frequently hold back 15% to 40% of the purchase price for 6 to 12 months. This holdback is tied to homeowner retention milestones, ensuring that contracts transfer successfully during the ownership transition.

Filed Under: businessbroker, Buy a Business, certifiedbroker, clearwater, clearwaterbusinessbroker, propertymanagement, Short Term Rental, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors, vacation rental management, vacationrental, valuations, valuegap Tagged With: #m&a, Homeowner, Michael Shea, Orlando Business Broker, Rental, selling, Short Term, Short Term Rental, STR, Tampa Business Broker, Transworld, vacation rental, Vacation Rental Business

Hillsborough County’s Middle Market: What’s Actually Selling and What It’s Selling For

July 8, 2026 by Michael Shea PA

The Hillsborough County middle market remains active, but buyers are becoming increasingly disciplined.

Filed Under: exitplanning, sba, sbabackedloan, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors Tagged With: #m&a, buyers, electrical, hillsborough, hillsborough county, HVAC, landscaping, largo, Michael Shea, new tampa, plumbing, Pool Services, roofing, Tampa Business Broker, transworld business advisors, wesley chapel

The Window Is Open: What Tampa-Clearwater Business Owners Need to Know About Selling in 2026

March 16, 2026 by Michael Shea PA

At Transworld M&A, we work with middle-market business owners across the Tampa, Clearwater, St. Petersburg, and greater Tampa Bay region every day.

Filed Under: bestbusinessbroker, clearwater, clearwaterbusinessbroker, exitplan, exitplanning, michaelshea, sbaloan, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors, valuations Tagged With: #duediligence, #m&a, businessexit, businessowner, clearwater, ebitda, loi, tampa, transworldma

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