Guest:
Brynn Wilson – Sales Consultant, Hook Agency

This episode breaks down what a realistic and effective roofing marketing budget looks like heading into 2026, and why many roofing companies either overspend emotionally or underspend out of fear—both of which stall growth. The episode explains why most roofing companies should expect to invest roughly 5–10% of revenue into marketing depending on market size, competition, and growth goals, and why that range feels uncomfortable in today’s increasingly aggressive landscape. It explores how private equity, higher competition, AI-driven tools, and expanded channel options have permanently raised the cost of visibility, while also clarifying when it actually makes sense to not be in growth mode. The discussion walks through when traditional channels like TV, radio, and billboards begin to make sense—typically in the $5–10M range—and why those channels only work when branding is strong, memorable, and differentiated. It dives into the importance of sticky brand names, visual identity, and cutting through noise before spending on awareness channels. The episode then outlines where most roofing companies should prioritize budget first: high-intent search channels like Google Ads and Local Service Ads, local brand visibility through trucks, yard signs, jobsite branding, and community presence, and social media that features real people on camera rather than generic posts. It also explores low-cost, high-effort strategies such as Facebook group engagement, referral ecosystems, networking groups, geographic dominance (“five-mile fame”), sales enablement materials, and compounding word-of-mouth. Finally, the episode emphasizes the principle of layering instead of chopping, explaining why sustainable growth comes from stacking channels over time rather than constantly restarting marketing efforts, and why focusing on being referable, visible, and trusted in a tight local market outperforms spreading efforts thin.

Guest:
Max Rosenblum – Founder, Supplement Experts & Creator of Adjust.ai

Guest Links:
Website: https://www.supplementexperts.net

This episode explores how AI is fundamentally changing insurance supplementing, estimating, and MRP workflows for roofing and exterior contractors, and why simply using ChatGPT is nowhere near enough to gain a real advantage. It breaks down how the industry is shifting toward Managed Repair Programs, why contractors are now being forced to master Xactimate and estimating accuracy, and how supplementing has evolved from an optional service into a critical profit-protection function. The episode explains how AI becomes powerful only when paired with massive historical datasets, including tens of thousands of claims, emails, call recordings, and outcomes, and why those data points—especially failed supplements—are just as valuable as successful ones. It dives into how AI can be used to dramatically reduce supplement turnaround times, improve carrier communication, and determine which battles are worth fighting based on time-versus-outcome tradeoffs. The discussion also covers the technical reality behind AI workflows, including why guardrails matter, how hallucinations occur, the role of tools like N8N, Zapier, and multi-model stacks, and why development oversight is essential. Beyond technology, the episode examines operational discipline, including photo documentation, labeled jobsite evidence, task-based file management, and follow-up systems that prevent revenue leakage. It also addresses the misconception that AI replaces people, explaining instead how it amplifies skilled teams, stabilizes seasonal volume swings, and protects cash flow during storm-driven cycles. The episode concludes with practical insights on preparing for future claim volume, why early adoption matters, and how contractors can position themselves to thrive as AI-powered estimating becomes the industry standard.

Guest:
Noah Williams – Founder, Home Doctor Sales System

Guest Links:
Website: https://homedoctorss.com/
Facebook: https://www.facebook.com/noahwill99/
Instagram: https://www.instagram.com/noahwill99/

This episode breaks down why most roofing and home service sales conversations fail long before pricing is ever discussed, and how elite sales systems are built around mindset, trust, and structure rather than scripts alone. The episode explores the Home Doctor Sales System and its holistic approach to sales performance, focusing on bi-directional trust, discovery-based selling, and identifying homeowner pain points early in the appointment. It explains why common objections like “I need three estimates” are symptoms of poor framing, not price resistance, and how elite reps prevent those objections by reshaping the conversation before they appear. The episode dives into paradigm-shifting techniques such as guided discovery questions, test cases during inspections, and the PAP presentation framework, which personalizes the presentation, addresses pain, and reframes affordability into controllable budget conversations. It also covers why too many options kill confidence, why narrowing product choices increases margins, and how visual sales decks eliminate complaints and misaligned expectations. Beyond tactics, the episode explores the deeper role of belief, energy, and leadership in sales performance, why business owners act as “chief energy officers,” and how misalignment between owners, managers, and reps destroys trust internally. It closes by outlining how structured coaching, masterminds, and shared accountability systems help contractors scale sales teams sustainably, build belief-driven cultures, and replace hustle-based insurance sales with repeatable, high-margin sales processes.