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Guests: Steve Akian — Owner, Akian Plumbing, Heating, Cooling & Electric | Co-Founder, Fix to Finish
Eric Karofsky — Founder, VectorHX | Co-Founder, Fix to Finish
Guest Links: Website: https://fixtofinish.ai
Steve Akian is a plumber by trade who grew Akian Plumbing to $14 million over ten years. Eric Karofsky spent 25 years leading digital programs for Michelin, Royal Caribbean, Fidelity, and the Broad Institute of MIT and Harvard. Together they're building Fix to Finish, an AI platform that lets a homeowner diagnose their own plumbing problem, see real pricing, and book the job in five minutes, trained on 50,000 real work orders from Steve's company. In this episode, they break down what AI can actually do in a home service business right now, why customer expectations in the trades haven't changed in 40 years, and how one Saturday water heater call got cut in half because the tech showed up already knowing exactly what to do.
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Guest: Jon Brown — Executive Pastor, Journey Church (Kenosha, WI) Guest Links: Instagram: @PJon | YouTube: JRNY Church
Jon Brown has spent 25 years at the same church, working his way up from youth pastor to executive pastor overseeing 36 staff pastors, 75% of whom he developed from a young age. In this episode, recorded in Italy, he breaks down the universal leadership principles that apply whether you're running a church, a roofing company, or a marketing agency: how to actually grow yourself before you grow others, why your competition should become your allies, how to handle the pressure of perfection when everyone expects you to have it together, and the Sabbath discipline that keeps high performers from burning out on the long haul.
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Guest: Tony Vincent — Owner, Ultimate Roofing | Ultimate Properties | Ultimate Tree Service | Ultimate Equipment Rentals Guest Links: Website: https://getultimateroofing.com | Facebook: Ultimate Roofing WV
Tony Vincent runs four businesses out of West Virginia and has built Ultimate Roofing into a $20 million operation with 100+ employees across 5 states, while quietly stacking $9 million in heavy equipment and 70 rental properties on the side. In this episode, he ranks the most lucrative home service industries for 2026, breaks down why he stopped chasing top-line revenue at 16% net, and pulls back the curtain on the systems that let him manage 100 people without losing his mind. The conversation also dives into the financing playbook that gets him to 90% financed jobs, why blown-in insulation and gutter guards are the secret weapons for landing premium roofs, and how a single $1 door hanger incentive turns laborers into canvassers.
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Guest: Kris Werner — President, Werner Roofing | IHS Group (Infinity Home Services) Guest Links: Website: https://www.wernerroofing.com | Phone: (616) 638-4662
Kris Werner runs Werner Roofing in Grand Haven, Michigan, a "five mile famous" brand he built slowly from a one-man job into a multi-trade home service operation now partnered with Infinity Home Services. In this episode, he gets practical about what actually changes when you join a private equity backed family of brands, why best practice sharing with 25 other roofing companies is the unfair advantage most owners don't have, and the operational details that separate a $4M roofer from a $10M+ company. The conversation also goes into adding trades the right way, why Werner doesn't chase storms, how Castle and Diamond metal shingles compare, what's actually slowing down GAF solar shingle adoption, and why a "divine discontent" customer expectation curve is reshaping the entire industry.
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Guest: Pedro Rodriguez — Production, Owl Roofing Guest Links: Instagram: @P1Rodriguez | Website: https://owlroofing.com
Inside the real tension between sales, marketing, and production at a brand-new roofing company. Pedro Rodriguez runs production at Owl Roofing, the new Minneapolis venture that hit nearly half a million in sold revenue in its first real month. In this episode, the conversation gets raw about the friction that comes with going aggressive on marketing out of the gate: lead overflow, the sales-to-production handoff, scrambling to fulfill what marketing promises, and why most roofing companies stay stuck at $2-3M for years.
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Guest: Tim Brown — Founder, Hook Agency | Co-Founder, Owl Roofing Guest Links: Website: https://owlroofing.com | https://hookagency.com
The marketer who built Hook Agency advising roofing companies for over a decade just started one of his own. In this episode, Tim Brown takes the guest seat to break down Owl Roofing, his new home service venture in Minneapolis that hit $480K sold in its first real month of business. He covers what actually transfers from running a 10-year-old marketing agency to launching a roofing company from scratch, what's working faster than expected, and the mistakes he's actively trying to avoid based on a decade of watching other roofers make them.
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Guest: Raymond Little — Founder, SVG Roofing Coaching | Contra Shoes
Guest Links: Facebook: Raymond Wendell Little | Instagram: https://www.instagram.com/rwl612/
Raymond Little built a roofing company from zero to nearly $100 million, exited to private equity for $40 million, and now runs SVG helping owner-operators between $1M and $10M break through their plateaus. In this episode, Raymond gets raw about what actually works in roofing sales in 2026, starting with storm vs retail in today's market, why wind claims are getting harder everywhere, and why the four-to-eight knocking window beats the nine-to-five mindset most new companies are still stuck in. He breaks down why you should never poach million-dollar producers from other companies but instead build them yourself, why a hefty override or ownership needs to be in the field driving the team daily, and his rule that you can't develop anyone greater than yourself. The conversation digs into Raymond's hiring philosophy built around second-chance people, team players, and good energy over credentials or personality tests, his 90-day ride-along system where new reps work the first 4-5 deals in the truck with him from knock to build, and the sales tactic of using the adjuster and homeowner as "teachers" to elevate new reps while making the process fully transparent. Raymond also shares why personal development around physical health, clean living, and healthy relationships is the foundation his entire company was built on, the real numbers on what 1099 reps should earn per lead, why one roof a week pays the bills and three a week means you stop checking price tags, and his mentor story of following Kurt the Nintendo and hitting half of what that man accomplished as his own definition of success. He also gets into Contra Shoes, the lightweight flexible roofing shoe a quarter the weight of Cougar Paws, designed for reps who knock and climb all day.
Guest: Ryan Fitzgerald — Plumbing Department Leader, Fitzgerald Heating Air and Plumbing (Las Vegas, NV)
Guest Links: Facebook: Ryan Fitzgerald (Las Vegas, Nevada)
This episode covers how to layer a plumbing department onto an existing HVAC company and scale it from almost nothing to over $5 million in a single year. Ryan Fitzgerald joined a company in Las Vegas that was doing $14 million in HVAC but only $400,000 in plumbing, and within his first full year built the plumbing side to $5.4 million with a team of eight technicians and four installers. He breaks down exactly how that happened: a dedicated outbound team hammering phones to fill the board, assigning calls based on each tech's strengths and weaknesses, a four-option sales process where the homeowner feels empowered to choose rather than pressured, and leveraging HVAC cross-selling to get plumbing in the door. The conversation gets into why implementing systems too early can actually hurt you, including a real example of a field manager role they tried at $5 million that created friction between installers and sales techs and had to be pulled back until $7 or $8 million. Ryan also shares how growing too fast led to warranty callbacks when his install crew got overloaded, how he trains techs to turn leak detection and water quality testing into high-ticket opportunities in the Las Vegas market through education rather than pressure selling, and why the culture shift between HVAC and plumbing went from "redheaded stepchild" to healthy competition once the plumbing guys started keeping pace on revenue. He explains his leadership approach of quarterly deep dives with each team member, leading by example by still jumping into the trenches, and why accountability has to go both ways between leaders and the team.
Guest: Brad Strawbridge — Founder, Capital City Roofing & BuilderLync
Guest Links: Website: https://builderlync.com/
This episode covers practical, real-world ways roofing companies are using AI right now to automate non-revenue tasks and free up teams to focus on selling and customer experience. Brad Strawbridge walks through how he uses Claude Co-Work to build reusable workflows that automate everything from proposal creation to dispatching sales reps, how the teach feature lets you record clicks and turn any repetitive CRM process into a saved workflow you can trigger with a forward slash command or put on a schedule. He explains how he built Capital City University, a full training curriculum for roofing using Notebook LM with manufacturer materials and RCA-approved content uploaded as knowledge sources. The conversation also covers BuilderLync, an all-in-one CRM built specifically for roofers that replaces five or six separate tools, handling everything from AI-powered cold outreach and lead nurturing to scheduling, dispatching, supplements, bookkeeping, and payment collection. Brad shares his take on why newer roofing companies have a massive advantage right now by starting AI-first instead of trying to retrofit old processes, why the best way to use AI is to give it a ridiculous amount of context before asking for answers, and his five-year outlook on where roofing is headed with the Roofing Alliance bringing the trade into universities and driving technology adoption across the industry.
Guest:
Claudio Vilas – Roofing Biz Broker
Guest Links:
Website: https://theroofingbizbroker.com/
This episode breaks down what is actually changing in private equity for roofing in 2026, why the easy “gold rush” era has cooled off, and what roofing owners need to understand before they assume a sale is guaranteed. It explains how a weaker recent roofing market, tougher integration lessons, and more mature buyers have made private equity groups significantly more selective, with many now looking for stronger EBITDA, more sustainable leadership structures, better earnings visibility, and businesses that operate like real transferable assets instead of owner-dependent lifestyle companies. The conversation dives into what buyers are getting pickier about, including sustainable growth, crisis resilience, variable cost structures, leadership depth, financial sophistication, and repeatable processes, while also unpacking the difference between being sold as a platform company versus an add-on and why those two paths come with very different risks and upside. The episode also explores the growing skepticism many roofing owners now feel toward private equity, why that fear is not necessarily a bad thing, and how sellers should respond by asking better questions about leverage, prior acquisitions, capital structure, management quality, and how buyers behaved during downturns. It also explains why the fine print matters as much as the multiple, why the wrong rollover structure can quietly destroy a deal, and why owners should never go into a transaction without strong legal and financial guidance. At the same time, the conversation makes the case that private equity is not the only buyer in town and not every buyer is the same, emphasizing that ethical, long-term-minded capital partners do exist—and that the real opportunity for good roofing companies is learning how to identify the right kind of partner before signing away the biggest asset they have ever built.
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