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#30 - How This Roofer Built and Sold 3 Companies (Without Burning Out)
Most contractors burn out long before they cash out. Jonathon Broce didn’t. Here’s how.
In this powerful episode of The Roofing Operating System Podcast, host Nick Peret (Founder of Better Boss) sits down with Jonathon Broce, a roofer-turned-entrepreneur who has built—and sold—three roofing and home service companies without losing his identity, family, or mental health in the process.
From his early days in his father’s sheet metal shop to his current role as founder of Day 41 Thrive, Jonathon shares a masterclass in systems thinking, personal discipline, exit strategy, and sustainable leadership.
If you're building a business you may want to sell someday (or at least not be chained to), this episode is a blueprint for doing it the right way.
💡 What You’ll Learn:
✅ How Jonathon built, scaled, and exited three companies
✅ Why customer experience + team systems = sustainable valuation
✅ The overlooked metrics that make (or break) your sale
✅ How personal development directly affects business performance
✅ Where AI, CRMs, and operational clarity fit into a sellable business
✅ How to lead your company without losing yourself
⏱️ Timestamps:
00:00 Presentation = Power in Sales
00:29 From Sheet Metal Shop to Serial Entrepreneur
01:58 Building His First Roofing Business
05:09 Why Experience = Profit (for Customers + Team)
07:11 Real Talk for Young Entrepreneurs
18:24 Using Financing to Unlock Smart Growth
25:58 Jonathon’s New Projects + Consulting Vision
27:12 Book Launch & Leadership Framework
30:29 Buffalo Mentality: Facing Hard Things First
33:19 Grit, Systems & Long-Term Thinking
35:04 Ugly Roof: Business Model Breakdown
39:58 CRM + AI Tool Insights for Roofers
46:03 How to Avoid Burnout as a Contractor
52:31 Final Advice for Builders Who Want to Exit Well
🛠 Powered by:
Better Boss — The Operating System for Roofing Contractors Who Want to Scale With Clarity, Sell With Strategy, and Lead Without Losing Their Life.
🌐 Learn More About Day 41 Thrive:
🔗 https://jonathonbroce.com/day41-thrive
📅 Want to Build a Roofing Business You Can Actually Exit?
Book your FREE Roofing Growth Audit and get a $1,500 custom strategy for scaling smart, cleaning up your backend, and building long-term enterprise value.
👉 https://mybetterboss.ai/free-roofing-growth-audit
🏷️ Hashtags:
#RoofingExitPlan #BetterBoss #NickPeret #JonathonBroce #Day41Thrive #RoofingSuccess #ContractorLeadership #RoofingSystems #RoofingCRM #BuildAndSell #RoofingCompanyForSale #RoofingPodcast #RoofingOperatingSystemPodcast #RoofingWithDiscipline #SmartContractorGrowth
💥 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.
View all episodes
By Nick PeretMost contractors burn out long before they cash out. Jonathon Broce didn’t. Here’s how.
In this powerful episode of The Roofing Operating System Podcast, host Nick Peret (Founder of Better Boss) sits down with Jonathon Broce, a roofer-turned-entrepreneur who has built—and sold—three roofing and home service companies without losing his identity, family, or mental health in the process.
From his early days in his father’s sheet metal shop to his current role as founder of Day 41 Thrive, Jonathon shares a masterclass in systems thinking, personal discipline, exit strategy, and sustainable leadership.
If you're building a business you may want to sell someday (or at least not be chained to), this episode is a blueprint for doing it the right way.
💡 What You’ll Learn:
✅ How Jonathon built, scaled, and exited three companies
✅ Why customer experience + team systems = sustainable valuation
✅ The overlooked metrics that make (or break) your sale
✅ How personal development directly affects business performance
✅ Where AI, CRMs, and operational clarity fit into a sellable business
✅ How to lead your company without losing yourself
⏱️ Timestamps:
00:00 Presentation = Power in Sales
00:29 From Sheet Metal Shop to Serial Entrepreneur
01:58 Building His First Roofing Business
05:09 Why Experience = Profit (for Customers + Team)
07:11 Real Talk for Young Entrepreneurs
18:24 Using Financing to Unlock Smart Growth
25:58 Jonathon’s New Projects + Consulting Vision
27:12 Book Launch & Leadership Framework
30:29 Buffalo Mentality: Facing Hard Things First
33:19 Grit, Systems & Long-Term Thinking
35:04 Ugly Roof: Business Model Breakdown
39:58 CRM + AI Tool Insights for Roofers
46:03 How to Avoid Burnout as a Contractor
52:31 Final Advice for Builders Who Want to Exit Well
🛠 Powered by:
Better Boss — The Operating System for Roofing Contractors Who Want to Scale With Clarity, Sell With Strategy, and Lead Without Losing Their Life.
🌐 Learn More About Day 41 Thrive:
🔗 https://jonathonbroce.com/day41-thrive
📅 Want to Build a Roofing Business You Can Actually Exit?
Book your FREE Roofing Growth Audit and get a $1,500 custom strategy for scaling smart, cleaning up your backend, and building long-term enterprise value.
👉 https://mybetterboss.ai/free-roofing-growth-audit
🏷️ Hashtags:
#RoofingExitPlan #BetterBoss #NickPeret #JonathonBroce #Day41Thrive #RoofingSuccess #ContractorLeadership #RoofingSystems #RoofingCRM #BuildAndSell #RoofingCompanyForSale #RoofingPodcast #RoofingOperatingSystemPodcast #RoofingWithDiscipline #SmartContractorGrowth
💥 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.