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Guest: Mike Milligan — Founder, One Oak Financial | Author, The One of a Kind Financial Plan
Guest Links: Website: https://mikemilligan.com | https://1oakfinancial.com | Text "IDEAS" to 600-700
Mike Milligan went from selling sandwiches with his grandmother at 11 years old to building a nationwide financial firm taking on Charles Schwab, Fidelity, and the big banks. In this episode, he breaks down the top three legal ways business owners can decrease their taxes, explains the buy-borrow-die strategy the ultra wealthy use to pay single-digit tax rates, and lays out specific loopholes like the Augusta Rule and the family management company that most contractors are leaving on the table. It's a tongue-in-cheek conversation (including how to pay more taxes if you really want to) packed with real, actionable tax strategy for home service owners.
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Guest: Keith Flores — Owner, HG Home Services | Founder, Home Guardian Guest Links: Website: https://hghomeguardian.com
Keith Flores started in the trades at 12 years old crawling under houses for $200 cash days, scaled and exited multiple HVAC companies (including walking away from a $7.5M payout when his partner wanted to keep grinding), and is now launching Home Guardian, the first real preemptive smart home monitoring system built for contractors. In this episode, he gets honest about what really happens when you go all in on a service business, the mistake of teaching people who aren't all in, and why the trades are the most recession-proof industry in the world right now. The conversation gets deep on Home Guardian, the wireless system that monitors water quality, SEER rating, leak detection, and electrical performance in real time, telling homeowners and contractors about problems before they happen so you stop being reactive and start owning the customer for life.
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Guest: Troy Daland — Owner, Air Zero Guest Links: Website: https://airzero.com | Facebook, LinkedIn, Instagram: Troy Daland
Troy Daland spent 24 years in the Air Force as a CER specialist before launching Air Zero in Tampa, Florida. In this episode, he breaks down how military leadership principles translate directly into building an HVAC company that can scale, why "achieving the high ground" through technology and AI gives technicians an unfair advantage in the field, and the limiting beliefs that keep most owners stuck. The conversation also covers what private equity actually does better (and worse), why customer care drops as companies get bigger, and why being deeply involved in your local community is one of the hardest things for a corporate-owned HVAC company to replicate.
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Guest: Kevin Strandberg — Owner, BWS Plumbing, Heating & Air Conditioning Guest Links: Website: https://bwsheatingandair.com
Kevin Strandberg is a second-generation HVAC and plumbing owner running BWS in Eden Prairie, Minnesota. In this episode, he gets specific about how he's using Claude to run a tighter operation, from building a two-week CSR onboarding plan in 30 minutes to running deep first-quarter financial analysis straight from QuickBooks Online. The conversation also covers the squeeze hitting home service in 2026: back-to-back supplier price increases, Minnesota's high tax burden, the new paid family leave law, and why homeowners are shopping mom and pop shops harder than ever. Kevin shares his Nexstar three-day-look-ahead system, why ValPak direct mail is quietly producing real lead flow, the AI after-hours phone shift to Avoca, and the small percentage tweaks in booking rate and field close rate that turn into hundreds of thousands in revenue.
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Guest: Wymond Wong — Owner, Twin City Heating, Air & Electric Guest Links: Website: https://twincityheatingandair.com
Wymond Wong has run Twin City Heating, Air & Electric in Minneapolis for over 15 years and grew it from a 1-2 man shop into a 20-person operation. In this episode, he gets honest about how being the cheapest option almost put him out of business, why undercharging devalues your entire industry, and the leadership shifts that finally let him stop competing on price and start building a sustainable company. The conversation also goes into branding home service like a sports team, why community building beats traditional marketing for small businesses, and the gratitude practice that's changed how he leads.
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Guest: Gary Singleton — Former Owner, Max Air | Former Partner, Mansfield Plumbing & Air | Private Equity Acquisitions Guest Links: Facebook: Gary Singleton | Instagram: @drsingleton
Gary Singleton has spent 39 years in HVAC and plumbing, scaled and exited two companies (Max Air and Mansfield), and now does acquisitions for private equity while selectively coaching technicians. He tripled Mansfield's HVAC side in 10 months without marketing. In this episode, he breaks down exactly how he did it and what most owners get wrong about hiring, training, and pricing structures.
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Guest: Michael Johnson — Owner, AC Man Heating and Air | Founder, Sales Elite Consulting
Guest Links: YouTube: Michael James Johnson HVAC
Michael Johnson has run AC Man Heating and Air since 2005, 21 years of building an HVAC company the hard way, starting with phone book ads and business cards on hospital windshields before Google Ads even existed. Now he consults HVAC, plumbing, roofing, and electrical contractors through Sales Elite. The through-line of this episode: the breakthrough you're avoiding is exactly where your next level lives. Michael lays out why HVAC owners are spoiled by the four months a year when demand sells itself, why the slow season is what actually reveals whether you're a good business owner, and why taking a page from the roofing playbook (creating demand, not waiting for it) is what separates a growing HVAC company from a stuck one. He breaks down the three hard things most contractors are actively avoiding: raising prices (which is almost always a fear and identity problem, not a market problem), texting and emailing customers consistently (the "FRAP" framework: Frequency, Referrals, Average ticket, Pricing), and asking for the sale directly instead of saying "I'll email you the quote." He shares the story of a homeowner telling him to his face "if I'm going to pay you that price, I might as well call one of the real companies" and how that single moment rewired how he thought about brand, perception, and what he was worth. Michael also covers the psychology of fear, overwhelm, procrastination, and overthinking, why a reason to not do something is never an excuse, and why stretching yourself on purpose (buying fleet vans sight unseen, doing consulting events in other cities) is the only way your mind can't snap back to its original shape.
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: Anthony Mound — Owner, Trust 1 Services
Guest Links: Website: https://trustoneservices.com/
This episode breaks down why most plumbing and HVAC companies get stuck at $5 million and what it actually takes to push past that ceiling to $10 million and beyond. Anthony Mound started Trust 1 Services in 2020 with nothing, moved to Boston with a garbage bag of clothes, got laid off from the union for doing too much side work, and turned that into a company on pace for $12 million this year, fully self-funded with no partners and no outside investment. He explains why the real difference between five and ten million is building a structurally sound leadership team so you stop being directly integrated into everything, why you shouldn't add another trade until you're at least 25% bottom line profit, and how implementing a daily huddle with clear department targets was one of the simplest but most impactful moves he made. The conversation gets into DISC profiles for hiring and firing, why having your personal name on the truck creates pricing and perception problems as you scale, the tools driving efficiency at Trust 1 including Hatch, Scribe, Loom, MacData, and Claude, and why customer surveys weeks after the job reveal problems that Google reviews never will. Anthony also shares his take on the balance between driving numbers hard and maintaining a culture people actually want to stay in, why the technician mindset and the growth mindset aren't opposed if you put the right people in the right seats, and why most owners stuck at five million are overcomplicating the basics instead of nailing booking rate, close rate, follow-up systems, and marketing efficiency.
Guest:
John Conway – COO, Redwood Services
Guest Links:
Website: https://redwoodservices.com/
This episode breaks down why “going rate” is one of the biggest myths in home services, and why undercharging has far less to do with the market than it does with fear, weak systems, and misunderstanding what customers are actually buying. It explains why homeowners do not usually say yes or no based purely on price, but on the value, professionalism, and overall experience delivered during the service call, and why owners who obsess over being the cheapest often limit their ability to invest in training, benefits, and better customer service. The conversation dives into what gross margin really tells you, why HVAC and plumbing owners should track it relentlessly, and how charging the wrong price quietly destroys a company even when call volume looks strong. It also covers how to raise prices without losing customers, why most owners overestimate price sensitivity, and how to think about average ticket, conversion rate, and call count as the three numbers that truly drive the business. Beyond pricing, the episode gets tactical on how to stop “teaching technicians to sell” and instead train them to follow a thorough process that naturally leads customers to better decisions, including full-system inspections, option presentation, and slowing technicians down enough to focus on quality instead of just quantity. It also explores membership strategy, why 350 memberships per technician creates stability, how to build real perceived value into maintenance agreements, and when it actually makes sense to add another trade like plumbing or electrical instead of chasing shiny objects too early. Overall, this is a highly practical roadmap for contractors who want to price correctly, build a healthier gross margin business, and scale with systems that create both better customer experience and better financial performance.
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