In this episode of Lawsuits & Lessons, host John Fagerholm, employment defense attorney and business advocate, joins co-host Steve Cooper, comedian and veteran podcaster, to sit down with lifelong entrepreneur Sean Tipton.

Sean shares his journey from a challenging childhood to building a multimillion-dollar healthcare company, and now, developing Oak Fire Ridge — a stunning social and sports club in Texas that blends hospitality, community, and design. Along the way, the conversation explores resilience, risk-taking, and the realities of building businesses that last.

The trio dives deep into entrepreneurship, law, and leadership — from founding Airrosti to navigating bureaucracy, managing legal challenges, and defining what true hospitality really means.

What You’ll Learn in This Episode:

• How Sean Tipton turned early adversity into entrepreneurial drive
  
  
• The story behind Airrosti and its rise to industry success
  
  
• Why hospitality is more than service — it’s participation
  
  
• What makes Oak Fire Ridge a new model for social and sports clubs
  
  
• Legal insights on permits, liquor licenses, and business regulation
  
  
• Why risk and fear often fuel great entrepreneurs
  
  
• John’s take on bureaucracy in California vs. Texas business environments
  
  
• How empathy and integrity shape great legal partnerships

Hosts:
John Fagerholm — defendmybiz.com
Steve Cooper — coopertalk.net

Guest:
Sean Tipton — Entrepreneur and founder of Oak Fire Ridge
Website: oakfireridge.com

Subscribe to Lawsuits & Lessons on Apple, Spotify, or YouTube for more real-world stories of entrepreneurship, law, and leadership. Every other week, John and Steve bring the lessons — and the laughs — straight to your feed.