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Guest: Dan Walreck — Founder, Go Beyond the Hustle | 28-Year Roofing Sales Rep
Guest Links: Website: https://gobeyondthehustle.com
“If I get your insurance to cover 85% of your roof, would you do it?” Why that question beats the old pitch.
Dan Walreck has sold roofs for 28 years, once did $18.7 million in a single year across 595 homeowners, and was on three appointments the day before recording. He breaks down how homeowner psychology shifts every three to five years, and why “all you pay is your deductible” no longer works when 90% of homeowners carry big deductibles (3:24). The real difference now is technology and education (2:35). He also covers why reps should step on the gas in Q4 instead of coasting (9:20), and the $170,000 claim he won by spending 35 minutes on $100 worth of window screens (20:21).
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Guests: Pavel — Owner, Pasco Construction & Revision European Windows
Dan — Sales Manager, Pasco Construction & Revision European Windows
Guest Links: Website: https://revisionwindows.com
How do roofers stay busy in a northern winter? A company that’s survived 17 of them breaks it down.
It’s Owl Roofing’s first winter, and Tim and Noah are honest about the anxiety: payroll, trucks, rent, and no roofs going on. So they visit Pavel and Dan at their Coon Rapids facility, a company that started with siding in 2008 and now manufactures its own European windows. Windows turned out to be the best winter product they sell (1:03), driven by a free thermal camera energy audit (18:34). The conversation also covers why Minnesota homeowners are getting fed up with door knockers (7:12), how to use the off season to build SOPs and training (10:23), and why sometimes the best decision is to not change anything (11:38).
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Guest: Trent Lowenstein — Coach, Next Level Pros | Host, Trent and Friends Podcast
Guest Links: Website: https://gonextlevelpros.com
You might be one or two jobs away from doubling your net profit. The leak is between booked and sat.
Trent Lowenstein from Next Level Pros joins Tim to diagnose Owl Roofing live, using what he calls “God mode”: looking at your business like the architect of the game instead of player one (0:47). He walks through why a 10% bump in sit rate can turn a 7% net company into a 20% net company once your fixed overhead is covered (3:21), why your operations manager should never be your CSR (11:10), and how to budget around a dead winter instead of dividing your goal by 12 (11:58). Then it gets uncomfortable: a live financing role play with the Owl team that proves exactly the problem being discussed (25:27).
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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).
You'll learn:
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).
You'll learn:
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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