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Most home service businesses are using AI the wrong way.
In this episode of Owned and Operated, John Wilson and Jack Carr break down how AI is actually changing the trades and why the biggest opportunity isn't replacing technicians, but removing the operational friction that slows growing companies down. They share how they're using AI across acquisitions, accounting, purchasing, reporting, dispatch, and marketing while keeping the human experience at the center of the business.
They also discuss why venture capital is pouring money into home services, how AI is creating a new wave of EBITDA expansion, the software they're replacing with custom-built AI tools, and why the companies that embrace AI as a force multiplier, not a replacement for people, will have the biggest advantage over the next decade.
In This Episode:
• Why home services has become an AI "safe haven" for investors
• What AI should never replace inside your business
• Using AI to reduce friction instead of cutting headcount
• Replacing expensive SaaS tools with custom AI solutions
• How AI is transforming acquisitions and multi-location growth
• Why accounting is the biggest bottleneck in scaling through M&A
• The balance between automation and human customer experience
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🔗 CONNECT
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John Wilson → https://www.linkedin.com/in/johnbwilson1/
Jack Carr → https://www.linkedin.com/in/jack-carr-770b84117/
Breaking $5M Workshop → https://www.ownedandoperated.com/upcoming-events/oao-workshop-breaking-5-million
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💰 SPONSORS
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Avoca
See how Avoca helps home service companies book more jobs with AI that handles calls, texts, follow ups, and dispatching without adding more chaos.
Book a demo: https://www.avoca.ai/partners/oao
Quo
Keep every customer conversation in one place with Quo. Calls, texts, and voicemails are shared across your team so nothing slips through the cracks and no opportunities are missed.
Learn more: https://quo.com/owned
Send Us Mail!
More Ways To Connect with OAO
Leave a Review
John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC
📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.
Most home service businesses aren't sold for what they're capable of being worth.
In this episode of Owned and Operated, John Wilson and Will Schryver reveal what separates a business that sells for a premium from one that gets discounted. From leadership and systems to pricing, technology, and operational maturity, they explain what buyers actually look for and why preparing for an exit should start years before you plan to sell.
They also dive into the current acquisition market, the influx of private equity and family office capital, why AI is accelerating investment into the trades, and the lessons Will has learned since leaving investment banking to buy and grow his own HVAC business.
In This Episode:
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🔗 CONNECT
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John Wilson → https://www.linkedin.com/in/johnbwilson1/
Will Schryver → https://x.com/Will_Schryver
Breaking $5 Workshop → https://www.ownedandoperated.com/upcoming-events/oao-workshop-breaking-5-million
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💰 SPONSORS
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Avoca
See how Avoca helps home service companies book more jobs with AI that handles calls, texts, follow ups, and dispatching without adding more chaos.
Book a demo: https://www.avoca.ai/partners/oao
Quo
Keep every customer conversation in one place with Quo. Calls, texts, and voicemails are shared across your team so nothing slips through the cracks and no opportunities are missed. Learn more: https://quo.com/owned
Send Us Mail!
More Ways To Connect with OAO
Leave a Review
John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC
📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.
What does it really take to build a home service business from the ground up?
In this episode of Owned and Operated, John Wilson sits down with Ryan and Aaron Osterkamp of Quality Comfort Home Services to unpack the journey from one technician working out of a house to a company targeting more than $9 million in annual revenue.
They discuss the early years of wearing every hat, the decision to bring on an in-house marketing leader years before most companies their size would, why investing in leadership accelerated growth, and the challenges that come with letting go as the business scales. They also share how they've built a strong company culture, approached hiring, and continue reinvesting in the business for the next stage of growth.
In This Episode:
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🔗 CONNECT
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John Wilson → https://www.linkedin.com/in/johnbwilson1/
Ryan + Erin Osterkamp → https://myqualitycomfort.com/about-us/
Breaking $5 Workshop → https://www.ownedandoperated.com/upcoming-events/oao-workshop-breaking-5-million
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💰 SPONSORS
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Contractor Commerce
Your website should do more than generate leads. Contractor Commerce lets homeowners shop, compare options, and book online so they choose your business before they contact the competition. Learn more: https://www.contractorcommerce.com/?utm_source=oao&utm_medium=podcast
Yelp
Looking for more qualified leads beyond Google? See how contractors are using Yelp to reach homeowners who are ready to book and diversify their lead generation. Learn more: https://business.yelp.com/campaign/ownedandoperated/
Send Us Mail!
More Ways To Connect with OAO
Leave a Review
John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC
📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.
Managing the leadership challenges that come with being a CEO can be surprisingly lonely.
In this solo episode, John Wilson reflects on the last decade of leading Wilson Companies from a team of seven employees to more than 220. He shares the lessons that only come with experience, including imposter syndrome, difficult decisions, the weight of responsibility, and why leadership often feels different than people expect.
If you're leading a growing company or stepping into a leadership role, this episode offers an honest look at what it really takes to grow as a CEO.
In this episode:
Watch this episode early on the John Wilson YouTube channel:
https://www.youtube.com/@JohnWilsonOAO
Send Us Mail!
More Ways To Connect with OAO
Leave a Review
John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC
📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.
Google search is changing. AI is changing how homeowners find contractors. And the marketing strategies that worked just two years ago aren't enough anymore.
In this episode of Owned and Operated, John Wilson sits down with Service Scalers CEO Sam Preston to break down what's actually working in HVAC marketing in 2026. From AI search and Google Business Profile optimization to Meta, Reddit, Yelp, and content marketing, they discuss where home service companies should be investing and where they're wasting money.
They also dive into rising lead costs, why many HVAC companies are struggling this year, and the marketing playbook operators should follow to stay ahead as search continues to evolve.
Whether you're trying to generate more calls today or prepare your business for the next wave of AI-driven search, this episode is packed with practical strategies you can implement immediately.
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In This Episode:
• Why Google and AI search are changing home service marketing
• The biggest marketing opportunities heading into 2026
• Why Google Business Profile is still the highest ROI channel
• How AI is reshaping SEO and content strategy
• Why Meta and social content are becoming more valuable than ever
• The growing importance of Yelp, Reddit, and other high-authority platforms
• The marketing metrics every contractor should track weekly
• The biggest mistakes HVAC companies are making today
• How to prepare your business for the future of AI-powered search
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🔗 CONNECT
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John Wilson → https://www.linkedin.com/in/johnbwilson1/
Sam Preston → https://www.linkedin.com/in/sampreston/ (update if needed)
Owned and Operated → https://www.ownedandoperated.com
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💰 SPONSORS
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Comfort Connect
Turn one installation into years of repeat business with Comfort Connect. Give homeowners flexible payment options, stay connected after the job, and create new recurring revenue opportunities. Learn more: https://bit.ly/4wGXqSX
Yelp
Looking for more qualified leads beyond Google? See how contractors are using Yelp to reach homeowners who are ready to book and diversify their lead generation. Learn more: https://business.yelp.com/campaign/ownedandoperated/
Send Us Mail!
More Ways To Connect with OAO
Leave a Review
John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC
📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.
If We Had to Start Over, We'd Do This Instead
If John Wilson and Jack Carr lost everything tomorrow, how would they rebuild?
In this episode of Owned and Operated, they tackle one of the biggest questions every entrepreneur eventually asks: would you buy a business, build one from scratch, or take a completely different path?
John argues that acquiring a small home service business is still the fastest way to create wealth, while Jack makes the case for starting lean with a service business that requires little capital and can scale quickly. Along the way, they break down the lessons that took years to learn, the mistakes they'd avoid, and the exact playbook they'd use to grow much faster the second time around.
In This Episode:
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🔗 CONNECT
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John Wilson → https://www.linkedin.com/in/johnbwilson1/
Jack Carr → https://www.linkedin.com/in/jack-carr-home-service/
Breaking $5 Workshop → https://www.ownedandoperated.com/upcoming-events/oao-workshop-breaking-5-million
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💰 SPONSORS
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Service Scalers
Get more high quality leads with marketing built for home service companies. Book a free strategy call with Service Scalers and see what's driving real jobs: https://os.servicescalers.com/go/oao_podcast/referral/podcast
Quick Staffers
Hire trained HVAC and plumbing CSRs without the overhead of traditional hiring. Save $500 on your first placement with Quick Staffers: https://www.quickstaffers.com/
Send Us Mail!
More Ways To Connect with OAO
Leave a Review
John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC
📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.
Stop relying on quality work alone to grow your home service business. Learn why prioritizing marketing and sales is the real key to small business growth.
Many tradespeople and contractors believe that doing good work will naturally bring in more clients. That strategy often fails. Why? Because your business needs a steady flow of leads to survive. We break down why the phone needs to ring before you can worry about the quality of the service provided.
Watch this episode early on the John Wilson YouTube channel:
https://www.youtube.com/@JohnWilsonOAO
Send Us Mail!
More Ways To Connect with OAO
Leave a Review
John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC
📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.
When should you rebrand an acquisition, and when should you leave it alone?
In this episode, John Wilson and Jack Carr break down how they think about branding after acquisitions. They discuss the operational tradeoffs, marketing benefits, cultural impact, and why many of the largest home service companies take completely different approaches.
The conversation covers lessons learned from dozens of acquisitions, what customers actually care about, and why building a unified company may matter more than the logo on the truck.
Whether you're buying businesses, scaling across markets, or considering a rebrand of your own, this episode offers a practical look at what's worked, what hasn't, and what they're planning next.
In This Episode:
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🔗 CONNECT
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John Wilson → https://www.linkedin.com/in/johnbwilson1/
Jack Carr → https://www.linkedin.com/in/jack-carr-home-service/
Owned and Operated → https://www.ownedandoperated.com
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💰 SPONSORS
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💡 Yelp — A Smarter Way to Win Leads
Google costs are up. Lead quality is down. You’re paying more for less.
Meanwhile, Yelp generated 125M+ home service leads last year—and powers results across ChatGPT, Google AI, Apple Maps, and Alexa.
Less competition. Higher intent.
👉 Book a call: https://business.yelp.com/ownedandoperated
🏠 Comfort Connect helps home service contractors close more deals with flexible payment solutions and their all-inclusive Premier Program® — giving homeowners one predictable monthly payment for equipment, maintenance, repairs, and support. Learn how top contractors are increasing close rates, boosting ticket sizes, and building long-term recurring revenue.
Book a call with Comfort Connect: https://bit.ly/4wGXqSX
Send Us Mail!
More Ways To Connect with OAO
Leave a Review
John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC
📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.
If We Started Over Today, These Are the Businesses We'd Buy
What’s the best home service business to start in 2026?
In this episode of Owned and Operated, John Wilson and Jack Carr break down the industries they'd bet on if they had to start over from scratch today. From HVAC, plumbing, and electrical to restoration, landscaping, roofing, septic, and even trash collection, they debate which businesses offer the best combination of recurring revenue, profitability, scalability, and long-term enterprise value.
The conversation dives into what actually makes a great business: recurring revenue vs. high-ticket projects, cash flow vs. enterprise value, ease of hiring vs. ease of selling, and which industries are positioned to win over the next decade. Along the way, John and Jack share lessons from building, acquiring, and investing in service businesses, and reveal which opportunities they're most excited about right now.
If you're looking to buy a business, launch a company, or expand into a new trade, this episode offers a practical framework for evaluating where the best opportunities exist today.
What You'll Learn:
→ What makes a great home service business in 2026
→ Why recurring revenue businesses are so attractive
→ The tradeoffs between cash flow and enterprise value
→ Why restoration may be one of the most underrated opportunities today
→ The pros and cons of roofing, landscaping, septic, pest control, and more
→ Which business John and Jack would personally choose if they had to start over tomorrow
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🔗 CONNECT
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John Wilson → https://www.linkedin.com/in/johnbwilson1/
Jack Carr → https://www.linkedin.com/in/jack-carr-home-service/
Owned and Operated → https://www.ownedandoperated.com
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💰 SPONSORS
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💼 Big Reputation — Stop chasing reviews and watching competitors outrank you. Big Reputation is the AI-powered review + SEO platform built for home service pros. Automate review generation, respond with AI, track local SEO, and integrate with your CRM. Setup is free, and your first month’s on the house.
👉 Book your demo: https://www.bigreputation.ai/oao
📞 Sponsored by Quo — The Modern Business Phone for Service Pros
Missed calls mean missed business. Quo (formerly OpenPhone) is the AI-powered phone system that logs calls, creates summaries, and automates follow-ups — keeping your team connected and customers happy.?
🎁 Start your 7-day free trial and get 20% off your first six months at https://quo.com/owned
Send Us Mail!
More Ways To Connect with OAO
Leave a Review
John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC
📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.
Many small business owners struggle with identifying core issues, often guessing at problems instead of relying on concrete data. This video emphasizes the importance of focusing on measurable key metrics within a home services business. By tracking performance metrics like leads, booking rates, and closing rates, owners can significantly improve their business management and gain clear insights into their operational health.
Watch this episode early on the John Wilson YouTube channel:
https://www.youtube.com/@JohnWilsonOAO
Send Us Mail!
More Ways To Connect with OAO
Leave a Review
John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC
📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.
From the publisher's feed
Owned and Operated is the podcast for home service entrepreneurs who want to build larger, more profitable businesses.
Hosted by John Wilson and Jack Carr, each…
From acquisitions and marketing to sales, leadership, hiring, finance, AI, and operational excellence, you'll hear real-world lessons, proven strategies, and actionable playbooks from people who have actually built successful companies.
If you're buying your first business, scaling past your next revenue milestone, or building toward an eventual exit, Owned and Operated delivers practical insights you can apply immediately.
New episodes every Tuesday and Thursday.
Learn more at www.ownedandoperated.com
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