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Michael Shea

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vacation rental management

September 18, 2026 by Michael Shea PA

Why Selling a Tampa Lower-Middle-Market Business Requires More Than a Valuation I’ve been a business broker in Florida for 20 years. One thing I’ve learned is that business owners often start the conversation in the wrong place. They ask: “What is my business worth?” That’s an important question. But it isn’t the first question I […]

https://www.yourfloridabusinessbroker.com/6209-2/

Filed Under: exitplan, exitplanning, middle market, Seller Finance, Selling A Business, Selling Your Company, tampabusinessbroker, trucking, vacation rental management, valuations Tagged With: business broker, cbi, cepa, cmap, Middle Market, tampa

The 80% Reality Check: What Actually Drives the Value of Your Company?

September 14, 2026 by Michael Shea PA

In the United States, small businesses make up 99.9% of all private employers. Yet half fail within five years. Many survivors run into a wall when the owner tries to step away.

Filed Under: bestbusinessbroker, businessbroker, cepa, certifiedbroker, cpa, ebitda, exitplan, michaelshea, Pinellas, Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, taxes, vacation rental management Tagged With: business broker, capital, eibtda, Michael Shea, Transworld

The One Sentence in a Vacation Rental Management Agreement That Can Add Massive Value to Your Business

August 23, 2026 by Michael Shea PA

When a buyer is financing an acquisition, the lender wants to understand whether the cash flow being used to repay the loan is durable.

Filed Under: agreements, bestbusinessbroker, Business Management Tips, businessbroker, clearwater, clearwaterbusinessbroker, exitplan, exitplanning, management, michaelshea, propertymanagement, Selling A Business, Selling Your Company, Short Term Rental, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors, vacation rental management, vacationrental, valuations, valuegap Tagged With: business, business broker, durable, homeaway, Michael Shea, property management, STR, transferability, Transworld, vacation rental, valuation, VRBO Airbnb, vrma

The Largest Driver of Value: Owner Contracts and Retention Rates

August 20, 2026 by Michael Shea PA

Many smaller vacation rental management companies operate with month-to-month contracts because owners believe they create flexibility.

Filed Under: bestbusinessbroker, Bradenton, businessbroker, certifiedbroker, clearwaterbusinessbroker, exitplan, exitplanning, michaelshea, propertymanagement, Tampa Business Sales, tampabusinessbroker, vacation rental management, vacationrental Tagged With: cepa, orlando, Orlando Business Broker, property management, tampa, Transworld, transworld business advisors, vacation rental, vrma

Why Two Vacation Rental Management Companies With the Same Revenue Can Have Very Different Values

August 20, 2026 by Michael Shea PA

Ultimately, sophisticated buyers aren’t purchasing revenue. They’re purchasing transferable cash flow with the lowest possible risk.

Filed Under: bestbusinessbroker, businessbroker, certifiedbroker, clearwater, clearwaterbusinessbroker, exitplan, HOA, Short Term Rental, Tampa Business Sales, transworldbusinessadvisors, vacation rental management, vacationrental, valuations Tagged With: business, business broker, cepa, florida, Florida Vacation Rental Managment, Michael Shea, property management, Transworld, vacation rental, vrma

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