Roofing Insights Podcast

Dmitry Lipinskiy
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  • ENTREPRENEURSHIP
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Frank conversations with Dmitry Lipinskiy and roofing industry leaders.  Watch video episodes and more on our YouTube channel: https://bit.ly/RoofingInsights

  1. JAN 12

    Inside A Roofing PE Deal Nightmare: “I’m gonna go bankrupt.” | Dan Ward

    In this episode, Dmitry talks to Dan Ward, owner of Rumble Roofing.  ============================ Sponsor of This Episode Roofing Business Partner: https://agentone.roofingbusinesspartner.com ============================ Today's guest: Dan Ward Rumble Roofing: https://www.rumbleroofing.com ============================ Dmitry’s coaching program: https://roofing-school.com Have a question? Text me: 612-558-4881 Connect with Dmitry: https://dmitrylipinskiy.com/ Contractors I recommend: https://directorii.com Best Deals on Underlayment: https://BemDirect.com ============================ Insights: 00:00 – Roofing Business Partner 00:11 – Coming Up... 00:55 – Introduction and setting the tone for the conversation 02:18 – Dan Ward’s background and entry into the roofing industry 04:46 – Early career lessons and mistakes that shaped his approach 07:34 – What separates average roofers from top performers 10:12 – Sales fundamentals most contractors overlook 13:05 – Building trust with homeowners in competitive markets 15:48 – The role of leadership in scaling a roofing company 18:36 – Hiring, training, and developing strong teams 21:27 – Common operational bottlenecks in growing roofing businesses 24:19 – Managing reputation and long-term brand value 27:11 – Market changes and how roofers must adapt 30:06 – Advice for contractors stuck at the next growth ceiling 33:14 – Lessons learned from failure and course correction 36:08 – Industry myths that hurt roofing professionals 39:02 – Final insights on discipline, consistency, and longevity 41:32 – Roofing Insights Belt ============================ Let's Connect: Facebook: http://bit.ly/RoofInFB Fb group: https://bit.ly/RI-private-FB-group Instagram: http://bit.ly/RoofInIG Twitter: http://bit.ly/RoofInTW LinkedIn: https://bit.ly/RI-LinkedIn ============================

    44 min

  2. JAN 5

    Building a Roofing Company Without Fear of Competitors | Jeffrey Linta

    In this episode, Dmitry talks to Linta Roofing owner Jeffery Linta.  ============================ Today's guest Jeffrey Linta:  https://www.linkedin.com/in/jeffrey-linta-314b7328/ Linta Roofing: https://lintaroofing.com ============================ Dmitry’s coaching program: https://roofing-school.com Have a question? Text me: 612-558-4881 Connect with Dmitry: https://dmitrylipinskiy.com/ Contractors I recommend: https://directorii.com Best Deals on Underlayment: https://BemDirect.com ============================ Insights 00:00 – Coming up... 00:36 – Opening context: today’s roofing market 02:11 – Personal background and early lessons from the roofing industry 04:47 – How roofing sales really work 07:29 – Building trust fast with homeowners who are already skeptical 10:18 – Why price shoppers are created by bad sales conversations 13:06 – Educating vs. selling: changing the way roofers present valu 16:02 – Common mistakes reps make during insurance conversations 18:41 – Leadership gaps in roofing companies and their real cost 21:27 – Training sales reps to think, not just follow scripts 24:36 – The importance of standards, process, and accountability 28:14 – Scaling roofing businesses without destroying culture 31:22 – Social media, ego, and the modern roofing image problem 34:47 – Long-term reputation vs. short-term wins 38:19 – Advice for new roofers entering the industry 41:52 – Mindset, discipline, and sustainable success 46:40 – Key takeaways and final reflections ============================ Let's Connect: Facebook: http://bit.ly/RoofInFB Fb group: https://bit.ly/RI-private-FB-group Instagram: http://bit.ly/RoofInIG Twitter: http://bit.ly/RoofInTW LinkedIn: https://bit.ly/RI-LinkedIn ============================

    47 min

  3. 12/29/2025

    The Truth About Supplements & AI in Roofing | Mauricio Gutierrez

    In this episode, Dmitry talks to Mauricio Gutierrez, CEO of Estimate Experts.  ============================ Today's guests: Mauricio Gutierrez: https://www.linkedin.com/in/mauricio-gutierrez-321990177/es Estimate Experts: https://estimate-experts.com/ ============================ Mauricio supplementing company: https://estimate-experts.com/ Dmitry’s coaching program: https://roofing-school.com Have a question? Text me: 612-558-4881 Connect with Dmitry: https://dmitrylipinskiy.com/ Contractors I recommend: https://directorii.com Best Deals on Underlayment: https://BemDirect.com ============================ 00:00 – Intro: Mauricio, Founder of Estimate Express from Colombia 00:58 – Early Ambition: Dreaming Big and Moving to the USA 02:05 – The Drive You Can't Teach: Key to Success 03:32 – Tough Lesson: Toxic Boss in Colombia 04:34 – Breaking Into Restoration & Insurance World 06:02 – Discovering Xactimate: How Estimate Express Started 07:31 – The Big Problem: Contractors Hate Paperwork 08:46 – Roofing Shocker: The Trade Leaving Most Money on the Table 09:41 – Why Roofers Lose Thousands on Every Claim 11:06 – What Makes Estimate Express Different 12:23 – Key Tools: Satellite, Clear Photos & Certified Estimators 14:34 – Will AI Kill This Industry? (Honest Answer) 19:09 – Real Turnaround: 2 Days for Estimates, 60-90 Days for Settlements 20:30 – Claim Management: Fighting Supplements Without Being a PA 33:00 – Insane Success Rate: Almost Zero Denials 36:38 – Claim Inflation: Still Happening or More Professional Now? 40:00 – Why They Switched to Flat Fees (No More Percentage) 43:00 – What to Ask Before Hiring a Supplement Company 46:00 – Full Transparency: Real-Time Portal & Weekly Reports 48:00 – Supplements Are Fair: Adjusters Miss Items All the Time 52:00 – #1 Mistake Contractors Make That Costs Them Big 53:00 – One Key Lesson About Claims That Changes Everything 54:00 – How to Get Started with Estimate Express (Fast Onboarding) 55:00 – Wrap-Up ============================ Let's Connect: Facebook: http://bit.ly/RoofInFB Fb group: https://bit.ly/RI-private-FB-group Instagram: http://bit.ly/RoofInIG Twitter: http://bit.ly/RoofInTW LinkedIn: https://bit.ly/RI-LinkedIn ============================

    56 min

  4. 12/24/2025

    Private Equity Is Easy to Beat” | Mark Easton

    In this episode, Dmitry talks to Mark Easton of Buccos Roofing.  ============================ Book a Demo with JobNimbus:  https://jobnimbus.me/4mQCNO2 Dmitry’s coaching program: https://roofing-school.com Have a question? Text me: 612-558-4881 Contractors I recommend: https://directorii.com Best Deals on Underlayment: https://BemDirect.com ============================ Today's guest: Mark Easton: https://www.facebook.com/buccosroof/ https://www.instagram.com/buccosroofing/ https://www.linkedin.com/company/buccos-roofing/ ============================ 00:00 – Intro: "Success Is Not Just Money – Roofing Is a Business, Not a Trade" 01:07 – The Aha Moment: "First Big Check – This Isn't a Trade, It's a Company" 03:29 – Branding Bombs: "Yellow Shorts Everywhere – That's How We Stand Out" 06:48 – "Fake It Till You Make It Actually Works – Here's Proof" 10:15 – Clean Sites Win Jobs: "People Judge You by Your Job Site First" 13:45 – Team Culture: "I Want My Guys to Make Money – Not Just Me" 18:20 – "I Dress Up for Interviews – It's Respect for the Craft" 22:15 – Hiring Truth: "I'd Rather Wait Than Hire the Wrong Guy" 25:40 – Growth Trap: "Big Revenue Doesn't Mean Rich – Change That" 28:10 – Faith in Business: "God Gave Me This – Now I Give Back" 31:50 – "I Don't Want to Compete – I Want to Help Roofers Win" 35:20 – Franchise Dream: "Build Something Bigger Than Just My Company" 38:45 – "We Exposed the Scammers – Now Let's Build Real Value" 42:10 – The Missing Link: "Most Franchises Don't Care About You" 45:30 – Final Fire: "Let's Make Roofing Companies Great – Together" 48:20 – Wrap-Up ============================ Let's Connect: Facebook: http://bit.ly/RoofInFB Fb group: https://bit.ly/RI-private-FB-group Instagram: http://bit.ly/RoofInIG Twitter: http://bit.ly/RoofInTW LinkedIn: https://bit.ly/RI-LinkedIn ============================

    1h 8m

  5. 12/22/2025

    Ex-Insurance Adjuster Reveals How Claims REALLY Get Paid | Matt Morgan

    In this episode, Dmitry talks to Matt Morgan of Chad Wilson Law Firm.  ============================ Have denied claim? Consult with https://cwilsonlaw.com/  Contractors I recommend: https://directorii.com Dmitry’s coaching program: https://roofing-school.com Have a question? Text me: 612-558-4881 Connect with Dmitry: https://dmitrylipinskiy.com/ Best Deals on Underlayment: https://BemDirect.com Roofing Insights T-shirts - https://roofinginsightsstore.com/ ============================ Insights 00:00 – Chad T. Wilson Law Firm 00:22 – Coming Up... 01:02 – Introductions, Background & Setting the Stage 04:18 – Getting Started in Roofing & Early Lessons 09:55 – Field Experience vs. Office Decisions 15:40 – Sales, Trust & Customer Expectations 21:30 – Hiring, Training & Building the Right Team 27:10 – Leadership Mistakes & Hard Business Lessons 33:05 – Marketing, Branding & Standing Out Locally 39:22 – Operations, Systems & Daily Accountability 45:40 – Scaling Challenges & Growing Without Chaos 52:18 – Industry Changes & Where Roofing Is Headed 58:30 – Personal Growth, Mindset & Work–Life Balance 01:05:12 – Advice for New Contractors 01:11:20 – Final Thoughts, Takeaways & Closing Remarks ============================ Let's Connect: Facebook: http://bit.ly/RoofInFB Fb group: https://bit.ly/RI-private-FB-group Instagram: http://bit.ly/RoofInIG Twitter: http://bit.ly/RoofInTW LinkedIn: https://bit.ly/RI-LinkedIn ============================

    1h 18m

  6. 12/17/2025

    The Most Honest Roofing Interview I’ve Ever Done | Eric Oberembt

    In this episode, Dmitry talks with Eric Oberembt, owner of D&M Roofing.  ============================ Podcast Sponsor: https://novatik.us/ (Text "metal" to 786-512-9248) Contractors I recommend: https://directorii.com Best Deals on Underlayment: https://BemDirect.com Dmitry’s coaching program: https://roofing-school.com Have a question? Text me: 612-558-4881 Connect with Dmitry: https://dmitrylipinskiy.com/ ============================ Today's guest Eric Oberembt: https://www.linkedin.com/in/eric-oberembt-73968112/ D&M Roofing: https://dandmroofing.com Roofers in Recovery: https://roofersinrecovery.org ============================ Insights 00:00 – Novatik 01:35 – Coming Up 02:12 – Cold Plunges, Saunas & Morning Routines 04:08 – A Roofing Legacy: Starting a Company With $50 06:56 – Growing Up in Roofing & Learning the Trade 09:56 – Transitioning From the Field to Leadership 13:46 – Marketing, Visibility & Owning Your Reputation 16:36 – Building a Culture of Trust Inside the Company 20:39 – Immigration, Labor Shortages & Work Visas 25:00 – The Biggest Business Mistake as an Owner 27:08 – Why No Business Truly Runs on Autopilot 30:00 – Overhyped Roofing Trends & Industry Myths 35:06 – AI, Private Equity & The Future of Roofing 39:36 – Scaling Locations Without Losing Control 54:16 – Loyalty, Family & Cutting Off Toxic Relationships 01:05:07 – Authenticity, Relationships & Leadership Style 01:11:02 – Leading Teams Across States & Final Takeaways ============================ Let's Connect: Facebook: http://bit.ly/RoofInFB Fb group: https://bit.ly/RI-private-FB-group Instagram: http://bit.ly/RoofInIG Twitter: http://bit.ly/RoofInTW LinkedIn: https://bit.ly/RI-LinkedIn ============================

    1h 12m

  7. 12/15/2025

    “Stop Praying for Storms.” Roofer Calls Out the Industry | Brent Tuggle

    In this episode, Dmitry talks with Brent Tuggle, owner of Tuggle Roofing.  ============================ Book a Demo with JobNimbus:  https://jobnimbus.me/4mQCNO2 ============================ Contractors I recommend: https://directorii.com Best Deals on Underlayment: https://BemDirect.com Dmitry’s coaching program: https://roofing-school.com Have a question? Text me: 612-558-4881 ============================ Today's guest: Brent Tuggle: https://www.linkedin.com/in/brent-tuggle-ba6866173/ https://www.tuggleroofing.com/ https://www.facebook.com/TuggleRoofingllc/ ============================ 00:00 – Coming up 03:29 – Started Roofing at 14 with Zero Money 06:48 – Clean Site Secret: “Fake It Till You Make It – But Clean Up First” 10:15 – “You Can Be Big and Still Broke” – The Growth Trap 13:45 – “I Dress Up for My Guys – It’s All for Them” 18:20 – From “Bad Guy” to Life-Changing Thank Yous 22:15 – Faith Flip: “God Told Me – Do It for Them, Not for You” 28:10 – Insurance Chaos, Pricing Wars & Worker Problems 33:27 – “I’d Rather Lose Money Than Do a Sh*tty Job” 38:45 – Management Hell: How We Actually Run the Crews 45:20 – The Turning Point: “Let Go of Control – That’s When You Explode” 52:30 – “God Wants More for You Than You Want for Yourself” 59:40 – “Struggle Built My Character – Now I Help Others” 01:06:48 – Real Talk: Faith, Family & Roofing Life 01:13:45 – “No Way I Could Do This Without God” 01:21:15 – Insurance, Workers & Pricing in 2025 – Raw Truth 01:28:10 – “When You Realize It’s Bigger Than You…” 01:35:40 – Final Fire: “Make It Happen for Others – That’s the Cheat Code” 01:42:15 – Wrap-Up ============================ Let's Connect: Facebook: http://bit.ly/RoofInFB Fb group: https://bit.ly/RI-private-FB-group Instagram: http://bit.ly/RoofInIG Twitter: http://bit.ly/RoofInTW LinkedIn: https://bit.ly/RI-LinkedIn ============================

    1h 49m

  8. 12/10/2025

    Is Your Chimney Slowly Poisoning Your Family? | Joel Orchel

    In this episode, Dmitry talks to Joel Orchel, founder of The Chimney Scientists.  ============================ Insights:  00:00 – Cold Open: "Carbon Monoxide in Your Basement – The Silent Killer from Chimneys" 00:54 – Branding Bombs: "Bright Yellow Trucks – Why We Stand Out in Philly" 01:07 – Services Breakdown: "Rebuilding Fireplaces, Chimneys & More – What We Really Do" 02:44 – Health Warning: "Your Chimney Could Be Poisoning Your Family – Here's How" 04:10 – Shocking Truth: "Most Homeowners Don't Realize Their Chimney Is Breaking Down" 05:20 – Backdraft Danger: "Small Leaks Turn into Carbon Monoxide Nightmares" 06:48 – Passion for Prevention: "We're Not Just Fixing – We're Saving Lives" 07:30 – Wrap-Up ============================ Today's guest: https://www.linkedin.com/in/joeochal/ https://chimneyscientists.com/ https://www.instagram.com/chimneyscientists/ ============================ Refresh your brand with Dmitry: https://roofing-school.com Have a question? Text me: 612-558-4881 Connect with Dmitry: https://dmitrylipinskiy.com/ Contractors I recommend: https://directorii.com Best Deals on Underlayment: https://BemDirect.com

    8 min
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About

Frank conversations with Dmitry Lipinskiy and roofing industry leaders.  Watch video episodes and more on our YouTube channel: https://bit.ly/RoofingInsights

Information

  • Creator
    Dmitry Lipinskiy
  • Years Active
    2021 - 2026
  • Episodes
    102
  • Rating
    Explicit
  • Copyright
    © 2026 Roofing Insights Podcast
  • Show Website
    Roofing Insights Podcast

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