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Michael Shea

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Strategic vs. Financial Buyers: Which Buyer Is Best for Your Vacation Rental Property Management Company?

July 29, 2026 by Michael Shea PA

You’ll hear it at industry conferences, in Facebook groups, on podcasts, and from owners who spoke with a friend who “sold their company for 2x revenue.”

Filed Under: bestbusinessbroker, Buy a Business, certifiedbroker, clearwaterbusinessbroker, propertymanagement, Seller Finance, Selling A Business, Selling Your Company, vacation rental management, vacationrental Tagged With: #Expert, business broker, cepa, Long Term Rental, Michael Shea, orlando, property management, Real Estate, Short Term Rental, Transworld, vacation rental, vrma

More Buyer Inquiries Doesn’t Mean a Higher Chance of Selling — Here’s What the Data Really Tells Us

July 23, 2026 by Michael Shea PA

  One of the first questions sellers ask me when we take a business to market is: “How many inquiries are we getting?” It’s an understandable question. More inquiries should mean more interest. More interest should mean more buyers. More buyers should mean a better chance of selling. Right? Not necessarily. In fact, one of […]

Filed Under: bestbusinessbroker, cepa, clearwaterbusinessbroker, exitplan, exitplanning, michaelshea, privateequity, sellerfinancing, Selling A Business, Selling Your Company, transworldbusinessadvisors, valuations Tagged With: business broker, cepa, certified, ibba, Michael Shea, nda, orlando, tampa, Tampa Business Broker, transworld business advisors

The Overpricing Penalty: Why Chasing an Extra Turn on Your Multiple Can Cost You the Deal

July 23, 2026 by Michael Shea PA

  Every business owner wants to maximize value. I do too. But after more than 20 years selling businesses and closing hundreds of transactions, I’ve seen the same mistake repeated over and over: An owner gets emotionally attached to a number that sounds good rather than a number the market will actually support. The result? […]

Filed Under: bestbusinessbroker, michaelshea, Seller Finance, sellerfinancing, Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, vacationrental, valuations Tagged With: business broker, cepa, certified, ibba, Michael Shea, orlando, Real Estate Broker, sarasota, Tampa Bay, transworld business advisors

Why the Multiple Matters More Than Most Business Owners Realize

July 23, 2026 by Michael Shea PA

The goal is to create a business that is more attractive, more transferable, and less risky from a buyer’s perspective.

Filed Under: bestbusinessbroker, businessbroker, Buy a Business, clearwaterbusinessbroker, exitplan, exitplanning Tagged With: business broker, cbi, cepa, Certified Business Broker, ibba, Michael Shea, multiple, orlando, sold, tampa, transworld business advisors, valuation, worth

What Is a Vacation Rental Property Management Company Worth in Florida?

July 23, 2026 by Michael Shea PA

Multiples are driven by cash flow quality, owner dependency, and contract transferability, not the rental type. Vacation rental operators sometimes carry richer margins due to higher management fee percentages, which can support a stronger SDE multiple at the same revenue size.

Filed Under: bestbusinessbroker, Bradenton, businessbroker, Buy a Business, cepa, certifiedbroker, clearwaterbusinessbroker, exitplan, exitplanning, HOA, michaelshea, propertymanagement, Short Term Rental, Tampa Business Sales, vacation rental management, vacationrental Tagged With: business broker, kissimmee, Michael Shea, orlando, property management, Short Term Rental, STR, tampa, Tampa Bay, vacation rental, valuation

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