Top Roofers Talk Buying & Selling Roofing Companies

Get ready for one of the most insightful episodes in roofing business strategy! In this high-impact session, we’re bringing the Chaos Captain, Corey Combes of SouthShore Roofing & Exteriors and Jerry’s Roofing, and Jonathon Broce of Day 41 Thrive to the table for an unfiltered conversation about buying, selling, and scaling roofing companies—plus what true leadership looks like in 2025. From heavy-hitting growth strategies to managing sales teams, culture, AI, and servant leadership—this episode is a must-watch for any serious contractor or home service entrepreneur.

💡 What You’ll Learn:

💼 How Top Roofers Buy & Sell Roofing Companies

🧠 Mindset & Leadership Growth for Expansion 📈 Structuring Sales Teams & Performance Systems

🤖 Inside Sales, AI, and the Future of Roofing

🛠️ Training, Role Clarity & Building Teams That Scale

🐾 Dog cameos & life lessons from the jobsite to the boardroom

Whether you're looking to sell your roofing business, buy another, or simply run a tighter, smarter operation, this episode brings the heat with real tactics, real stories, and real laughs.

🕒 Timestamps for Easy Navigation:

00:00 Introduction and Guest Lineup

00:27 Discussing Business Sales and Purchases

08:13 Insights on Leadership and Management

11:54 Challenges in Sales and Performance

23:09 Hiring and Role Definition

34:51 Dog Break and Lighthearted Moments

36:45 Defining Roles and Responsibilities

38:01 Career Growth in Sales

38:59 Training and Development

40:23 Sales Strategies and Best Practices

45:02 Inside Sales and Technology

49:06 The Future of Sales and AI

52:52 Customer Experience and Human Connection

01:05:46 Final Thoughts and Closing Remarks

📢 Resources & CTA Links:

✅ FREE Roofing Growth Audit 👉 https://mybetterboss.ai/free-roofing-growth-audit/

📘 Get the Book – “Thrive Through Storms” by Jonathon Broce 👉 https://jonathonbroce.com/

🏡 Learn More About SouthShore Roofing & Exteriors 👉 https://southshorecontractorstampa.com/

👥 Join the FREE “Roofing Industry Coaching” Group No pitch zone. Just pure industry wisdom and peer support. 👉 https://www.facebook.com/share/g/16f3kSu67G/?mibextid=wwXIfr

🎤 Meet the Guests:

👷‍♂️ Corey Combes Owner of SouthShore Roofing & Exteriors + Jerry’s Roofing, Corey brings passion and transparency to Florida homeowners and leads with customer-first integrity.

📖 Jonathon Broce Author of Thrive Through Storms, Jon is a fourth-generation roofer, entrepreneur, and servant leadership expert. From humble beginnings to building and selling multimillion-dollar companies, Jon’s story inspires resilience, growth, and heart-led business.

🔔 Like, Subscribe, and Share! Help grow the roofing industry by spreading leadership, knowledge, and next-level strategy. Let’s rise together!

💥 That’s a wrap on another episode of The Roofing Operating System™—America’s top-rated podcast for roofing software and scalable growth.

If today’s insights sparked just one idea to scale smarter or grow faster, imagine what a full strategy could do for your business.

👉 Head to mybetterboss.ai to access free tools, book a discovery call, or explore systems trusted by top roofing companies nationwide.

Don’t forget to follow the show, leave a 5-star review, and share it with another roofer ready to level up.

Until next time—build better, lead stronger, and scale like a boss.