#2 - Roofing Insurance Secrets Contractors Need to Know

Top Roofing Insurance Tips for Contractors | Better Boss Podcast

Top Roofing Insurance Tips for Contractors | Better Boss x Tonry Insurance Group

In this episode of The Roofing Operating System Podcast, powered by Better Boss, host Nick Peret sits down with James Tasca from Tonry Insurance Group to unpack the often-overlooked world of roofing insurance—and how it impacts your ability to grow, stay protected, and keep projects on track.

With a background in tech, James brings a modern perspective to an outdated space. From general liability to builder’s risk and subcontractor coverage, this conversation delivers the real talk every roofing contractor needs to hear before signing their next policy.

Whether you're just starting out or scaling past $10M, this episode will give you clarity, confidence, and coverage strategy to protect what you’ve built.

🔍 What You’ll Learn:

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  How to avoid the most common insurance mistakes contractors make

  
  


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  Why general liability and builder’s risk are not optional

  
  


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  The real cost of underinsuring subcontractors

  
  


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  What insurance agents should be doing for your roofing business

  
  


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  Tips for startups + growing companies on choosing the right plans

  
  


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  The future of roofing insurance in a tech-driven industry

  
  

⏱ Timestamps:

00:00 Intro

00:21 Meet James Tasca (Tonry Insurance Group)

01:26 Why Roofing Insurance Isn’t Just Paperwork

03:17 Insurance Policies: What You Don’t Know Could Hurt You

06:56 High-Risk Trades and Premium Pitfalls

09:51 Registering Your Business the Right Way

14:57 Subcontractor Rules & Red Flags

20:26 Do You Actually Have Enough Liability Coverage?

27:44 Builder’s Risk Explained Simply

35:09 Where Roofing Insurance Is Going Next

40:23 Final Advice for Roofing Leaders

🔗 Powered by:

Better Boss – America’s #1 AI-Powered CRM and Automation System for Roofing Companies

🏷️ Tags:

#roofinginsurance #contractorsinsurance #betterboss #roofingpodcast #generalliability #buildersrisk #roofingbusiness #roofingsystems #insurancecoverage #subcontractorinsurance #roofinggrowth #crmforcontractors #aiinroofing

💥 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.