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Guest: Jeff Cronin — Founder, Primetime Consulting | Close Like Cronin
Guest Links: Skool: Close Like Cronin | Instagram & Facebook: Jeff Cronin
Homeowners aren't picking your competitor because they like them more. They're picking whoever offered financing.
Jeff Cronin trains plumbing, HVAC, and home service sales teams across the country, and spent years at the top of the board in the field before that. He breaks down the deadly mistakes contractors make with financing, starting with the most common one: not offering it at all (9:54). Tim shares how Owl Roofing lost deals in its first summer to competitors who simply offered payments (10:30). Jeff also explains how to diagnose where revenue leaks between leads and collected money (33:59), and why chasing unicorn salespeople usually backfires (41:37).
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Guest: Nayt Pingry — Sales, Owl Roofing
Guest Links: Website: https://owlroofing.com
$1 million in roofing sales in three months, 80% retail, in a market where everyone is still chasing insurance.
Nayt Pingry started as a graphic designer on the back end of roofing companies, worked his way up to sales director, then gave up management to sell full time at Owl Roofing. He started July 1st and crossed $1 million in about three months. He breaks down how he flips a denied or high-deductible insurance claim into a retail sale (7:43), why cedar shake homes are the easiest retail opportunity right now (3:01), and why homeowners are buying more practically than emotionally (18:01). Plus an honest look at the growing pains inside a company doing 20 roofs a week in year one (9:56).
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Guest: Noah Berglin — Co-Founder, Owl Roofing
Guest Links: Website: https://owlroofing.com
A year ago he said don't join the roofing industry. Now he runs a roofing company. Real numbers, no spin.
Noah Berglin came on this podcast a year ago and vented about how rough it was to be a roofing sales rep in the Twin Cities. That episode kicked off him leaving his company and co-founding Owl Roofing. This is the honest one-year check-in: $4 million sold, $5 million collected, aiming for $7 to $10 million, with roughly 50/50 retail and insurance work. He explains why the insurance model is quietly converting to retail whether contractors like it or not (3:42), why door knocking underperformed expectations (17:18), and why he thinks financing is the actual future of roofing (27:46).
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Guest: Brianna Skiffington — Founder, Free Agency | Co-Founder, Space Heroes HVAC
Guest Links: https://callspaceheroes.com | https://freeagency.ai | https://cxc.ai
A fractional CMO who spent 10 years marketing the trades just started her own HVAC company. Goal: $10M next year.
Brianna Skiffington runs Free Agency, publishes Moneyball Marketing, and just launched Space Heroes HVAC in Huntsville, Alabama, remotely. She built the website with Claude in three days, is budgeting 25 to 30% on marketing through 2030, and is finally testing everything she's been telling clients to do for a decade (44:59). The conversation also gets into lead aggregators most roofers dismiss (14:38), the satellite GBP playbook after running 50 of them (40:00), and why marketers should stop pitching against each other.
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Guest: Sam Tacheny — Owner, Tacheny Exteriors
Guest Links: Website: https://tachenyexteriors.com
Two Twin Cities roofing competitors sit down and share everything. Culture, sales systems, PE horror stories.
Sam Tacheny runs Tacheny Exteriors in the Twin Cities and reached out to talk shop instead of treating the competition like the enemy. The conversation gets into why private equity is flooding the roofing market and what happens when it goes wrong (14:36), the Roscoe bankruptcy that left homeowners with unfinished work, why family owned businesses should act like enterprise companies anyway, and Sam's three recommendations for building a sales team without wrecking it (21:22).
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Guest: Tom and Karen Belko — Owners, Vector Services
Guest Links: Website: https://callvector.com
How this HVAC and plumbing company went from $3M to over $10M in two years. Three moves did it.
Tom and Karen run Vector Services in the Twin Cities doing HVAC, plumbing, electrical, and drains. In 2023 they were nine employees running white vans out of their houses. Now they're pushing $12.5 million and hiring a sales director. They break down the three moves that got them there: going deep on Service Titan instead of treating a CRM like a bolt-on (2:38), the Kick Charge rebrand with Dan Antonelli that put their wraps all over the metro (18:44), and hiring people smarter than them and actually getting out of the way (19:54).
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Guest: Lance Bachmann — Founder & Owner, LB Capital | MN Exteriors
Guest Links: Website: https://lbachmanncapital.com
Lance Bachmann grew up in foster care and group homes, went bankrupt in his 30s, and now runs LB Capital, a home service platform on track for $150 to $175 million in revenue with 14 roofing companies under MN Exteriors, all funded with his own money and zero private equity. In this episode, he explains why roofing in 2026 is where HVAC was 30 years ago, breaks down the LB Capital 50% partnership model and why retaining local brand equity is non-negotiable, and gets blunt about the three metrics that actually matter. It's a raw conversation about energy, marriage, haters, gratitude, and why most people overcomplicate a business that comes down to sold revenue, gross profit, and net income.
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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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