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Michael Shea

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The Ultimate 25-Point Checklist for Buying a Business

August 19, 2026 by Michael Shea PA

Buying a business? Use this 25-point checklist to evaluate financing, cash flow, employees, valuation, due diligence, leases and acquisition risk.

This should become the ultimate pillar page for the entire series.

Before You Search

1. Determine Your Budget

Know what you can comfortably invest.

2. Know Your Skills

What do you bring to the table?

3. Choose Your Geography

Tampa? Clearwater? Lakeland? Orlando? Anywhere in Florida?

4. Identify Your Industries

Know what you’re willing—and unwilling—to operate.

5. Determine Your Financing

Understand your borrowing capacity before you start shopping.

Finding the Business

6. Work With a Broker

A broker can help you identify opportunities.

7. Search the Marketplaces

Don’t rely on one website.

8. Network

Some businesses aren’t publicly advertised.

9. Screen Opportunities

Don’t waste time on businesses that don’t meet your criteria.

10. Sign Confidentiality Agreements

Serious buyers respect confidentiality.

Evaluating the Business

11. Review Financials

Understand revenue and cash flow.

12. Analyze SDE

Determine what the owner actually receives.

13. Analyze Customers

Look for concentration and retention risk.

14. Analyze Employees

Understand who actually operates the business.

15. Analyze Owner Dependence

Could the seller disappear tomorrow?

Valuation

16. Determine Market Value

Use appropriate transaction data and valuation methodology.

17. Identify the Multiple

Understand why that multiple applies.

18. Find the Dents

Look for fixable weaknesses.

19. Determine Your Upside

What can you realistically improve?

20. Know Your Walk-Away Price

Don’t negotiate against yourself.

Due Diligence

21. Verify the Financials

Follow the money.

22. Review Contracts

Understand what transfers.

23. Review the Lease

Especially for location-dependent businesses.

24. Investigate Liabilities

Know what you’re taking on.

25. Make Sure the Deal Works

At the end of the day, the business has to support the price and the financing.

Michael Shea represents the Tampa Florida Transworld office. In business since 2005, he has established a reputation as a trusted business broker across Florida’s key markets- from Tampa to Orlando, Melbourne, and more. Over the past two decades, Michael and his team have closed over $1 Billion in sold business volume and presided over more than 476 transactions. His credentials include the IBBA Certified Business Intermediary®, and most recently, the prestigious Certified Exit Planning Advisor® (CEPA) credential. He is also a Florida Licensed Real Estate Broker and Business Brokers of Florida Board Certified Intermediary . Shea is a member of the VRMA and a recognized expert in property management and vacation rental management business sales

Filed Under: bestbusinessbroker, businessbroker, cbi, certifiedbroker, clearwater, clearwaterbusinessbroker, exitplan, exitplanning, Medical Practice, restaurant, Tampa Business Sales, tampabusinessbroker, vacation rental management Tagged With: bbf, cepa, cpa, due diligence, Fl Real Estate Broker, ibba, Investigate, market value, orlando, tampa, Transworld

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