The UpFlip Podcast

227. How to Buy Small Businesses the Smart Way

Feb 23, 2026
Ken Goodrich, serial acquirer who rebuilt his family HVAC firm and has bought and sold 250+ companies, shares hands-on strategies. He explains why ‘boring’ home-service businesses outperform flashy startups. He outlines how to evaluate deals with a simple math approach, the power of buying dormant phone numbers for leads, and a 1,000-day plan to multiply company value.
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ANECDOTE

How Ken Rebuilt From IRS Seizure To Serial Acquirer

  • Ken bought his father's failing HVAC business with one van and two employees after the IRS seized accounts and 30 staff quit overnight.
  • He rebuilt by applying The E-Myth system and used those lessons to buy and fix many troubled mom-and-pop businesses.
INSIGHT

Why Boring Trade Services Are High Value

  • The biggest opportunities are in 'boring' trade services like HVAC, plumbing, electrical and garage doors because they are durable and recurring.
  • Private equity now values these for predictable recurring revenue and large upside from modernizing operations.
ADVICE

Target Businesses From The Silver Tsunami

  • Focus on the 'Silver Tsunami' of retiring baby-boomer owners because many will exit without successors, creating acquisition opportunities.
  • These sellers often offer attractive terms and established customer bases you can immediately monetize.
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