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Michael Shea

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exitplanning

The Hidden Value of Direct Bookings Versus OTA Dependency

July 29, 2026 by Michael Shea PA

Discover how vacation rental direct bookings improve profit margins, lower platform risk, and increase SDE/EBITDA multiples when selling your business.

Filed Under: exitplan, exitplanning, Seller Finance, sellerfinancing, Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors, vacation rental management, valuations, valuegap Tagged With: cepa, Florida Business Certified Intermediary, ibba, Michael Shea, orlando, property management, tampa

Your Exit, Your Future: Aligning the Sale of Your Vacation Rental Management Company with Your Personal Goals

July 29, 2026 by Michael Shea PA

For owners who believe significant growth remains ahead, this strategy can dramatically increase long-term wealth creation.

Filed Under: bestbusinessbroker, Bradenton, businessbroker, Buy a Business, exitplan, exitplanning, michaelshea, propertymanagement, Selling A Business, Selling Your Company, Short Term Rental, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors, vacation rental management, vacationrental, valuations Tagged With: #sellmybusiness, businessbroker, cepa, howtovalueapropertymanagmentcompany, michaelshea, propertymanagement, Transworld, vacation rental, vrma

The 350-Door Tipping Point: Why Vacation Rental Companies Become More Valuable at Scale

July 29, 2026 by Michael Shea PA

Discover why the 350-door tipping point can dramatically increase vacation rental management company valuations. Learn how reducing key man risk, building management teams, and creating scalable systems attract premium buyers and higher multiples.

Filed Under: bestbusinessbroker, cepa, certifiedbroker, clearwaterbusinessbroker, exitplan, exitplanning, michaelshea, propertymanagement, Tampa Business Sales, vacation rental management, vacationrental Tagged With: business broker, businessforsale, cepa, exit, Michael Shea, orlando, property management, STR, Transworld, vacation rental, valuation, vrma

The “Silver Tsunami” Myth: Where Did All the Small Business Listings Go?

July 28, 2026 by Michael Shea PA

For years, conventional wisdom suggested that children of entrepreneurs would pursue corporate careers while their parents eventually sold the family business.

Filed Under: bci, bestbusinessbroker, businessbroker, cepa, certifiedbroker, clearwaterbusinessbroker, cmap, exitplan, exitplanning, michaelshea, Seller Finance, sellerfinancing, Selling A Business, Selling Your Company, Tampa Business Sales, transworldbusinessadvisors Tagged With: businesses, cepa, retirement, Silver Tsunami, tampa, Tampa Bay, valuations

What’s Actually Selling? The Business Categories Dominating Today’s Market

July 23, 2026 by Michael Shea PA

When pursuing businesses in high-demand industries such as restaurants, automotive, construction, or healthcare, expect competition. Well-run businesses with clean financials and reasonable pricing often generate significant buyer interest.

Filed Under: clearwaterbusinessbroker, exitplanning, Selling A Business, Selling Your Company, Uncategorized Tagged With: business, buying, cepa, industries, marketplace, Michael Shea, selling, Tmpa, Transworld, transworld business advisors

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