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Michael Shea

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michaelshea

Are You Really Ready to Sell Your Business in Tampa Bay? A 10-Point Checklist

August 26, 2025 by Michael Shea PA

As a business broker serving Tampa Bay and Clearwater for over 20 years, I’ve seen too many business owners wait until the last minute to think about selling their business. The result? Missed opportunities, lower valuations, and deals that fall apart.

Filed Under: Buy a Business, exitplan, exitplanning, Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors Tagged With: advisoryteam, business, businessowner, businessvaluation, cepa, checklist, cpa, exit, financialplanner, michaelshea, plan, process, tampa, tampabusinessbroker, transition, transitions, Transworld, tworld

Can You Still Make Money With Vending Machines in 2025? A 30-Day, Real-World Experiment

August 18, 2025 by Michael Shea PA

Vending machines have been hyped as a source of easy passive income, but is there still real money in these snack-and-drink businesses? To find out, an absolute beginner with no entrepreneurial background or machine experience took on the 30-day vending machine challenge—and documented every step. The results shed light on what works, what flops, and […]

Filed Under: Business Management Tips, exitplan, exitplanning, propertymanagement, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors Tagged With: bootstrap, machines, michaelshea, profitmargins, sidehustle, vending, vendingbusiness

Why Young Men Are Poised to Thrive as Business Owners in the Years Ahead

August 18, 2025 by Michael Shea PA

A glance at today’s job market tells a striking story: for the first time in recent memory, young male college graduates are grappling with joblessness at the same rate as those who never attended college. The accompanying chart, based on extensive analysis of recent U.S. census data, reveals that men aged 22-27—once assured a leg […]

Filed Under: Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors Tagged With: businessownership, michaelshea, ownersinhonor, tampatransworld, Transworld, unemployment

What Really Builds Wealth? Lessons for Tampa’s Small Business Owners from the Asset Breakdown Chart

August 18, 2025 by Michael Shea PA

  If you’re serious about building wealth in Tampa Bay, here’s a chart you need to study—a visual breakdown of where people at different net worth tiers actually keep their money. It’s eye-opening for any aspiring business owner, current entrepreneur, or anyone looking to level up their family fortunes. Let’s break it down, Shea style: […]

Filed Under: Case Study, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors Tagged With: academic, bni, cepa, ibba, michaelshea, significant, tampabusinessowner, Transworld

Bridging the Great Readiness Gap: What Every Tampa Bay Business Owner Needs to Know

August 18, 2025 by Michael Shea PA

When it comes to prioritizing exit planning, the divide grows. Over half of millennials rank it as a top priority, but just 14% of baby boomers do the same. The generation with the most to lose is, surprisingly, the least focused on preparing for the future.

Filed Under: Central Florida News and Related Articles for Business, exitplan, exitplanning, michaelshea Tagged With: exitstrategy, florida, goodbusiness, management, michaelshea, reaction, reasiness, Transworld

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