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October 30, 2025 46 mins

In this episode of No Suits Allowed: Real Talk with Real Executives, Connor speaks with Aaron Christy, owner of Indy Roof and serial entrepreneur, about the highs, lows, and hard-won lessons of scaling a service business. 

 

Aaron takes us from his first hesitant days learning roofing in 2018 to hitting nearly $10 million in revenue by year three, and the unglamorous balancing act of “grow the sales, fix the operations” that followed. Listeners will hear how he swapped a $50,000 salary and reinvested every penny, hired the right integrator partner to complement his visionary drive, and overhauled systems so his team could handle 15 million in annual volume without melting down. 

 

Along the way, Aaron dives into the nuts and bolts of financial stewardship, building reserve accounts that cover monthly payroll, tapping turnkey real-estate syndications for tax-efficient returns, and avoiding the pitfalls of outgrowing key teammates. He shares why “inspect what you expect” became his mantra, how to know when to let go of underperformers (even family), and the critical mindset shift from working in the business to working on it. Whether you run a contractor shop or a startup, Aaron’s unfiltered play-by-play of risk, reward, and razor-sharp focus offers plenty of takeaways.

 

Timestamps

  1. Aaron’s entrepreneurial background and founding of Indy Roof – 4:38 
  2. Scaling to $9.8 million and balancing sales vs. operations – 7:53 
  3. Hiring Adam as integrator to fill operational gaps – 15:49 
  4. Visionary–Integrator partnership dynamics and decision-making – 22:05 
  5. Financial management and real estate investment strategies – 26:02

 

Connect With Aaron

You can learn more about how Indy Roof and Restoration helps homeowners protect and restore their roofs at Indy Roof and Restoration - and grab their free Storm Damage Checklist.

 

Connect With Connor

 

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