The Roofing Millionaires

Noah Bergeland joins The Roofing Millionaires Podcast to break down what he and Tim Brown from @HookAgency are building with OWL Roofing in Minnesota. Instead of creating another roofing company built entirely around leads, storm chasing and sales, they started by thinking about the brand, customer experience, company culture and systems they wanted before OWL Roofing officially launched. Noah shares what has worked, what hasn't, and why building a recognizable roofing brand requires more than simply measuring every marketing decision by immediate ROI.Roofing sales and marketing have changed dramatically since 2023, and roofing companies that refuse to adapt may get left behind.In this episode, we uncover the reality of the modern roofing industry, from insurance and legislative changes to sales-team burnout, branding, marketing, and building a high-performing roofing company. We also discuss the ambitious goal of creating 10 millionaire salespeople while building a premium roofing brand that gives back to the community.You’ll discover why a strong sales team can make marketing easier, why branding matters more than ever, and how roofing companies can build systems that scale without burning out their leaders.If you’re a roofing contractor, sales professional, entrepreneur, or marketing expert, this conversation reveals important lessons for building a stronger roofing business in 2026.In This Video, You'll Learn:Why the roofing industry changed dramatically after 2023How insurance and legislation affected roofing businessesWhy sales teams can make marketing easierHow strong branding supports roofing company growthThe hidden danger of leadership and sales-team burnoutWhy building systems is critical for scalingHow to develop high-performing roofing salespeopleThe vision behind creating 10 millionaire salespeopleHow a roofing company can build a premium brandWhy community involvement and charitable giving matter for long-term brand buildingPeople Search Queries:how to grow a roofing companyhow to increase roofing saleshow to build a roofing sales teamroofing sales tipshow to market a roofing companyhow to scale a roofing businessroofing industry changes after 2023roofing insurance changeshow to train roofing salespeoplehow to build a successful roofing companyKeywords:roofing sales, roofing sales strategy, roofing industry, roofing business, roofing company, roofing contractors, roofing marketing, roofing sales team, roofing sales training, roofing business growth, roofing company marketing, roofing industry 2026, roofing insurance, roofing insurance changes, roofing entrepreneur, roofing leadership, roofing business strategy, roofing company branding, roofing salespeople, roofing business systems, roofing company growth, roofing marketing strategy, roofing contractor marketing, roofing sales tips, roofing business tips, roofing industry trends, roofing sales training 2026, high end roofing company, premium roofing company, roofing millionaire, millionaire salespeople, roofing business owner, roofing success, roofing podcast, the roofing millionaires#roofingsales, #roofing, #roofingindustry, #roofingcontractor, #roofingbusiness, #roofingmarketing, #roofingsales, #roofingcompany, #roofingentrepreneur, #roofingbusinessowner, #roofingsalestraining, #roofingbusinessgrowth, #roofingmarketing, #roofingindustry2026, #roofingpodcast, #sales, #salestraining, #businessgrowth, #entrepreneur, #theroofingmillionaires

Roofing companies and gutter companies are sitting on a massive opportunity that many contractors still overlook. In this episode of Roofing Millionaires, Tim Crouch from Gutter Growth breaks down the real secrets behind growing a profitable gutter business in 2026.With more than two decades of experience, Tim explains why gutters can become a powerful lead source for roofing companies, why Google still produces some of the most serious customers, and how contractors can compete against private-equity-backed companies without enormous advertising budgets.We also discuss marketing, personal branding, cash flow, deposits, hiring, employee boundaries, business systems, roofing and gutter partnerships, and the mindset required to build a company that can operate without you.📚 In This Video, You'll Learn:Why roofing companies should consider offering guttersHow gutters can generate additional roofing leadsWhy Google leads can be more valuable than interruption-based marketingHow gutter companies can compete against PE-backed companiesHow to build a personal brand with simple daily videosWhy contractors need systems instead of doing everything themselvesHow to improve gutter business cash flowWhy deposits and faster collections matterHow roofing and gutter companies can create profitable partnershipsHow to avoid competing purely on priceWhy employee boundaries matter as your company growsHow to identify and fix business bottlenecksWhy authenticity can outperform expensive marketingThe mindset behind long-term entrepreneurial successChapters:00:00 The Gutter Opportunity Roofers Are Missing04:18 How Gutter Companies Generate More Leads08:36 The Secret to Profitable Roofing Partnerships12:54 Why Most Gutter Businesses Never Become Companies17:12 Google vs Meta: Where the Best Leads Come From21:30 The Gutter Mistake Roofers Keep Making25:48 How to Compete With PE-Backed Companies30:06 The Cash Flow & Operations Problem34:24 Building Systems, Culture & a Better Business38:42 Tim Crouch’s Biggest Lesson: Never QuitPeople Search Queries:I Started a Gutter Cleaning Business With $500… Here’s What HappenedHow I Built a $100K/Year Gutter Cleaning Business From ScratchThis Simple Gutter Business Can Make You $10,000+ a Month?!I Started a Gutter Cleaning Business… Nothing Went to PlanThe Gutter Cleaning Business Nobody Is Talking AboutHow to Start a Gutter Cleaning Business With Almost No MoneyI Tried Starting a Gutter Cleaning Business From Scratch…How to Get Your First 100 Gutter Cleaning CustomersThe Truth About Starting a Gutter Cleaning Business in 2026Can a Gutter Cleaning Business Really Make $100K a Year?Keywords:gutter cleaning business, gutter cleaning business startup, gutter business, gutter business startup, how to start a gutter cleaning business, gutter cleaning, gutter cleaning service, gutter cleaning business ideas, gutter cleaning business income, gutter cleaning business profit, gutter cleaning tools, roof and gutter cleaning business, start a gutter business, gutter business ideas, gutter cleaning company, gutter cleaning side hustle, home service business, service business, cleaning business, small business ideas#guttercleaningbusiness #guttercleaning #gutterbusiness #gutterbusinessstartup #cleaningbusiness #homeservicebusiness #smallbusiness #servicebusiness #businessstartup #guttercleaningservice #roofandguttercleaning #guttercleaningtips #businessideas #sidehustle #entrepreneurship

What does the first year of building a roofing company actually look like when there is no guaranteed pipeline, massive team, or proven playbook?In this episode of The Roofing Millionaires Podcast, Muhammad Faiz sits down with Tyler Addison, founder and general manager of Big League Roofing in Northeast Georgia.Tyler started Big League Roofing in June 2025 after learning the industry as a roofing sales representative. Before roofing, he played professional baseball, worked in law enforcement for nearly ten years, and built a successful baseball-training business.That background shaped how Tyler now approaches leadership, pressure, failure, and building a team.Tyler explains why he still knocks doors, climbs roofs, handles customer conversations, and trains new representatives beside him. He believes roofing owners cannot expect their salespeople to face rejection and generate opportunities if they are unwilling to do the same work themselves.He also discusses his biggest first-year hiring lesson. After initially trying to fill canvassing positions with whoever was available, Tyler realized that more bodies did not automatically create a stronger company. He now prioritizes quality over quantity and wants representatives who can build homeowner relationships from the first knock through completion.The conversation also explores the financial decisions involved in building a young roofing company. When choosing between a newer wrapped truck and a dump trailer, Tyler invested in the equipment that could improve jobsite control, reduce operating expenses, and strengthen margins.Tyler shares why a roofing company must prepare its production and operations before chasing more volume, why he does not teach rigid door-knocking scripts, and how genuine human connection helped him sell before he had yard signs, door hangers, or complete company uniforms.They also discuss lead-generation services, choosing mentors carefully, the “snake oil” sold to new roofing owners, learning from a failed business partnership, operating through fear, and remaining resilient when the pipeline becomes uncertain.This is not a conversation with someone claiming to have roofing completely figured out. It is an honest look at an owner still building, learning, correcting mistakes, and showing up every day.In this episode:* Tyler’s journey from professional baseball to roofing* How law enforcement shaped his leadership* Starting Big League Roofing in June 2025* Competing against larger and cheaper roofing contractors* Why Tyler does not teach sales scripts* Building genuine connections at the door* Why roofing owners must lead from the front* Training inexperienced roofing representatives* Allowing employees to fail forward* Preparing a company before pursuing more volume* Choosing a dump trailer over a newer truck* Tyler’s experience with lead-generation services* The snake-oil problem in the roofing industry* Choosing the right mentors* What a failed business partnership taught him* Why the canvasser model did not work for his company* Choosing quality over quantity when hiring* Operating through pressure and uncertainty* Building something meaningful instead of chasing a titleLearn more about Big League Roofing:https://www.bigleagueroofs.com/Subscribe to The Roofing Millionaires Podcast for honest conversations about roofing sales, leadership, company culture, marketing, and building a contracting business.#RoofingBusiness #RoofingPodcast #RoofingContractors

Roofing contractors are making costly mistakes that can destroy a growing roofing business—even when the company has plenty of work.In this episode of Roofing Millionaires, Ryan Holliday shares the biggest lessons he has learned from years in the roofing, insurance, payments, and technology industries. We discuss why contractors need to answer the phone, manage cash flow, track the right numbers, maintain financial reserves, and stay open to new technology. Ryan also explains how AI is transforming insurance claim analysis and why contractors who refuse to change could fall behind.You’ll learn why taking on too many roofing jobs can create a cash-flow crisis, why 3–6 months of runway can matter, and how AI may change the future of insurance claims.If you own, manage, sell for, or work in a roofing company, this conversation is packed with practical lessons for growing a stronger business.Connect with Muhammad Faiz:https://www.facebook.com/muhammadfaiz99/[email protected] to The Roofing Millionaires Podcast for direct conversations about roofing, insurance claims, business growth, technology, leadership, and the realities of running a contracting company.⏱️ YOUTUBE CHAPTERS:00:00 The Roofing Mistakes Contractors Ignore02:06 Welcome to Roofing Millionaires02:58 Meet Ryan Holiday04:07 From Roofing Sales to Entrepreneurship08:22 Why Contractors Resist Technology09:44 The Contractor's Math Problem12:40 How AI Is Changing Claim Audits15:19 AI vs. Humans: Who Wins?17:27 The Biggest Mistakes Roofing Contractors Make20:20 Why Answering the Phone Matters22:04 The Cash-Flow Problem23:32 Why Contractors Need 3–6 Months of Runway26:07 The Danger of Taking Too Many Claims27:22 Building Inc. From the Ground Up33:10 How to Create Demand for New Technology41:15 Are Roofing Conferences Worth It?45:30 Ryan Holiday's Definition of Success51:07 How Health Changed His Perspective53:00 Final Lessons on Business & LifePEOPLE SEARCH QUERIES:how to grow a roofing businesswhy roofing companies failroofing contractor mistakeshow to manage a roofing businessroofing business cash flowhow much cash should a roofing company havehow to manage insurance claimsroofing contractor financeshow AI is changing insurance claimsAI for roofing contractorsroofing business management tipsKEYWORDS:roofing contractors, roofing contractor, roofing business, roofing company, roofing contractors mistakes, roofing business mistakes, roofing business cash flow, roofing contractor cash flow, roofing company finances, contractor finances, roofing industry, roofing business tips, roofing company growth, how to grow a roofing business, roofing business management, roofing contractor tips, insurance claims, insurance roofing claims, insurance claim process, AI insurance claims, AI for roofing contractors, AI roofing, claim auditing, contractor technology, roofing technology, roofing sales, contractor metrics, roofing business success, roofing company failure, roofing business failure, cash flow for contractors, insurance contractor, roofing entrepreneur, Roofing Millionaires, Ryan Holiday#roofing #roofingcontractor #roofingbusiness #roofingcompany #roofingindustry #contractors #contractorlife #insuranceclaims #insuranceindustry #AI #AItechnology #constructionbusiness #constructionindustry #businessgrowth #entrepreneurship #cashflow #RoofingMillionaires

Is FORTIFIED roofing being oversold, or does the roofing industry’s resistance have more to do with cost, change, and accountability?After our first conversation generated both support and pushback from roofing contractors, Muhammad Faiz sits down again with Fred Malik from @IBHS_org FORTIFIED. This time, Muhammad brings Fred the objections and difficult questions roofers have raised about the program.They discuss whether FORTIFIED is simply another certification layer, whether strong building codes should already be enough, and why homeowners should pay more for third-party verification when their contractor claims to be following every required standard.Fred also addresses questions about the long-term performance of sealed roof decks, tapes, membranes, and adhesives under heat and moisture. He explains the different sealed-roof-deck methods permitted under FORTIFIED and what contractors must do when a FORTIFIED roof reaches its next replacement cycle.Finally, Muhammad asks Fred for a practical example of a homeowner who should not invest in FORTIFIED and whether contractor resistance may ultimately be resistance to greater accountability.This is not a FORTIFIED sales presentation or a roofing-contractor takedown. It is a direct conversation about roof performance, building codes, third-party verification, insurance incentives, installation quality, and what homeowners are actually paying for.In this episode:* Is FORTIFIED roofing being oversold?* Why some contractors see it as unnecessary certification* Whether homeowners will pay more for roof resilience* Why FORTIFIED matters outside coastal hurricane markets* How wind, hail, and wind-driven rain affect roof systems* Whether sealed-roof-deck tapes and adhesives last* What the available long-term field evidence shows* Code-compliant roofing versus third-party verification* Whether homeowners are paying for better roofs or better paperwork* Insurance incentives and FORTIFIED grant programs* Who homeowners should trust when contractors disagree* FORTIFIED’s positioning problem within the roofing industry* What happens during the next roof-replacement cycle* Whether FORTIFIED benefits IBHS more than homeowners* The most common objections Fred hears from contractors* Who should—and should not—invest in a FORTIFIED roof* Accountability and the future of roofing standardsChapters:00:00 Highlights02:03 Introduction02:51 FORTIFIED reaches 100,000 designated homes05:32 Is FORTIFIED being oversold?08:46 Sealed roof decks and hurricane zones19:55 Strong building codes versus FORTIFIED29:01 Who should the homeowner trust?36:27 What happens during the next roof replacement?41:59 Who benefits most from FORTIFIED?50:37 Who should not invest in FORTIFIED?Learn more about FORTIFIED and IBHS:https://fortifiedhome.org/https://ibhs.org/Connect with Muhammad Faiz:https://www.facebook.com/muhammadfaiz99/[email protected]#FORTIFIED #RoofingPodcast #RoofingContractors