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#15 - How Top Roofing & Deck Contractors Close More Jobs—Without Burning Out Their Teams
Want to grow your contracting business without burning out your sales team? This episode is your blueprint.
In this high-impact episode of The Roofing Operating System Podcast, host Nick Peret (Founder of Better Boss) sits down with Nick Stevens, top sales coach at Legacy Decks Academy, to share how today’s top roofing and deck contractors are closing more jobs with less pressure and more precision.
They dive into the real sales challenges contractors face: team turnover, emotional burnout, inconsistent follow-up, and lack of clarity in the sales process. Nick Stevens shares his proven framework for building a value-first culture, empowering your sales team, and creating a business that grows without grinding everyone down.
Whether you’re running a $1M team or scaling to $10M+, this is what sustainable sales leadership looks like.
💡 What You’ll Learn:
✅ How to build a sales system that empowers your team
✅ The difference between burnout and bandwidth
✅ Why culture and communication are as important as CRM
✅ How to prequalify leads without killing conversion
✅ Why mentoring and sales process mapping drives consistency
✅ How Legacy Decks trains contractors to lead from the inside out
⏱️ Timestamps (Structured for Retention + SEO):
00:00 Meet Nick Stevens – Coach at Legacy Decks Academy
01:52 Creating a Value-Driven Sales Culture
04:08 Building Client Relationships That Last
07:22 What Healthy Company Culture Really Looks Like
11:31 Training Sales Talent That Doesn’t Burn Out
14:57 Lead Flow vs. Conversion Strategy
20:19 Networking, Messaging & Real Sales Strategy
22:54 Advice for New Sales Reps in Contracting
26:29 The “Hollywood Sales” Trap and How to Avoid It
34:17 Using Tech + Process for Sales Clarity
41:29 Handling Objections Without Pressure
48:23 How Legacy Decks Scales Sales Teams the Smart Way
🛠 Powered by:
Better Boss — The Operating System for Roofing & Trade Contractors Who Want to Scale With Systems, Sell With Confidence, and Lead Without Burnout.
🌐 Learn More About Legacy Decks Academy:
🔗 https://legacydecksacademy.com
📅 Want a Sales System That Closes Without Chaos?
Book your FREE Roofing Growth Audit and get a $1,500 strategy session to streamline your pipeline, unify your team, and close more jobs—without the burnout.
👉 https://mybetterboss.ai/free-roofing-growth-audit
🏷️ Hashtags:
#RoofingSales #DeckSales #LegacyDecksAcademy #NickStevens #BetterBoss #NickPeret #RoofingLeadership #ContractorCRM #SalesSystemForContractors #SellSmarterNotHarder #TradesSales #RoofingPodcast #RoofingOperatingSystemPodcast #SalesCulture #ContractorSalesTeam #ScaleWithoutBurnout
💥 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 PeretWant to grow your contracting business without burning out your sales team? This episode is your blueprint.
In this high-impact episode of The Roofing Operating System Podcast, host Nick Peret (Founder of Better Boss) sits down with Nick Stevens, top sales coach at Legacy Decks Academy, to share how today’s top roofing and deck contractors are closing more jobs with less pressure and more precision.
They dive into the real sales challenges contractors face: team turnover, emotional burnout, inconsistent follow-up, and lack of clarity in the sales process. Nick Stevens shares his proven framework for building a value-first culture, empowering your sales team, and creating a business that grows without grinding everyone down.
Whether you’re running a $1M team or scaling to $10M+, this is what sustainable sales leadership looks like.
💡 What You’ll Learn:
✅ How to build a sales system that empowers your team
✅ The difference between burnout and bandwidth
✅ Why culture and communication are as important as CRM
✅ How to prequalify leads without killing conversion
✅ Why mentoring and sales process mapping drives consistency
✅ How Legacy Decks trains contractors to lead from the inside out
⏱️ Timestamps (Structured for Retention + SEO):
00:00 Meet Nick Stevens – Coach at Legacy Decks Academy
01:52 Creating a Value-Driven Sales Culture
04:08 Building Client Relationships That Last
07:22 What Healthy Company Culture Really Looks Like
11:31 Training Sales Talent That Doesn’t Burn Out
14:57 Lead Flow vs. Conversion Strategy
20:19 Networking, Messaging & Real Sales Strategy
22:54 Advice for New Sales Reps in Contracting
26:29 The “Hollywood Sales” Trap and How to Avoid It
34:17 Using Tech + Process for Sales Clarity
41:29 Handling Objections Without Pressure
48:23 How Legacy Decks Scales Sales Teams the Smart Way
🛠 Powered by:
Better Boss — The Operating System for Roofing & Trade Contractors Who Want to Scale With Systems, Sell With Confidence, and Lead Without Burnout.
🌐 Learn More About Legacy Decks Academy:
🔗 https://legacydecksacademy.com
📅 Want a Sales System That Closes Without Chaos?
Book your FREE Roofing Growth Audit and get a $1,500 strategy session to streamline your pipeline, unify your team, and close more jobs—without the burnout.
👉 https://mybetterboss.ai/free-roofing-growth-audit
🏷️ Hashtags:
#RoofingSales #DeckSales #LegacyDecksAcademy #NickStevens #BetterBoss #NickPeret #RoofingLeadership #ContractorCRM #SalesSystemForContractors #SellSmarterNotHarder #TradesSales #RoofingPodcast #RoofingOperatingSystemPodcast #SalesCulture #ContractorSalesTeam #ScaleWithoutBurnout
💥 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.