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From Service to CEO: Why Tampa Veterans Are Turning to Business Ownership After MacDill

June 4, 2025 by Michael Shea PA

By Michael Shea – Transworld Business Advisors of Tampa


When your military service ends, your next mission begins. And for many veterans leaving MacDill Air Force Base, that mission is clear: build something of your own.

Whether you’re retiring after 20+ years or finishing a shorter tour, the transition from military life to civilian work can feel like stepping into the unknown. You’ve got discipline, leadership skills, and a get-it-done mindset—but where do you channel that energy?

For a growing number of veterans in Tampa, the answer is business ownership.


Why Veterans Make Exceptional Business Owners

Veterans are wired for entrepreneurship. The ability to lead, follow systems, adapt under pressure, and push through adversity makes them uniquely suited to owning and running a small business. In fact, according to the U.S. Small Business Administration, veterans are 45% more likely to be self-employed than non-veterans.

Whether it’s a logistics company, a home service business, a fitness brand, or even a specialized trade, veterans thrive in environments where autonomy meets structure. Sound familiar?


Meet Michael Shea: A Veteran Helping Veterans Own Their Future

I’m Michael Shea, and I’ve walked the path you’re on. As a veteran and a longtime business broker here in Tampa, I’ve helped hundreds of people—from military retirees to Fortune 500 execs—buy, build, and sell businesses across Florida.

But helping fellow veterans is personal.

I work with transitioning service members from MacDill AFB every year, guiding them through the process of exploring business ownership, evaluating franchises or existing companies, and structuring deals with VA-friendly financing.

And yes—there are programs built for you, including:

  • SBA loan options with favorable terms for veterans

  • Franchise discounts exclusively for those with military service

  • Transition assistance programs that pair well with business mentorship


Resources Right Here in Tampa

Tampa is one of the top veteran-friendly cities in America for entrepreneurship. Why? Because the ecosystem is built to support your success.

  • Owners in Honor – A platform built to connect veteran entrepreneurs with buyers, sellers, and community resources.

  • VetFran – Franchise programs with startup discounts for veterans.

  • Tampa Bay Veterans Alliance – Local networking and support for veteran-owned businesses.

  • SCORE Tampa + SBA – Free mentorship, workshops, and funding help.

Combine these with boots-on-the-ground insight from someone who understands both military culture and the business market, and you’ve got a powerful launchpad.


What’s the Next Step?

You don’t need an MBA to own a business. You need:

  • A clear head

  • The right advisor

  • And a mission you believe in

That’s where I come in.

If you’re a veteran or active-duty member planning your transition from MacDill, let’s talk. Whether you’re exploring franchise ownership, buying an existing business, or want to build your own operation from scratch, I’ll help you chart a path that’s right for your goals, your family, and your future.


Your service prepared you for leadership. Now it’s time to lead your next mission: business ownership.

🇺🇸 Schedule a free consultation with Michael Shea
📞 321-287-0349
🌐 tworld.com/agent/michaelshea
📍 Based in Tampa, serving all of Florida


Want a shorter version for LinkedIn, email, or veterans newsletters? Just say the word.

Filed Under: Buy a Business, exitplan, exitplanning, Franchises, Selling A Business, Selling Your Company, Tampa Business Sales Tagged With: businessownership, macdill, mba, michaelshea, ownersinhonor, purpose, sba, veterans

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