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:

• Why you never really feel ready to be a CEO
• How leadership challenges change as your business grows
• The hidden cost of difficult decisions
• Why success often feels different than expected
• How to avoid becoming the bottleneck
• Why your business can only grow as fast as you do

Watch this episode early on the John Wilson YouTube channel:
https://www.youtube.com/@JohnWilsonOAO

Send Us Mail!

More Ways To Connect with O&O

• John's YouTube Channel
• Weekly Newsletter
• Owned and Operated

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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 O&O

• John's YouTube Channel
• Weekly Newsletter
• Owned and Operated

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:

• Buy vs. build: which strategy wins today?
• The home service businesses they'd start from scratch
• Why marketing and sales matter more than fulfillment early on
• How seller financing changes the economics of growth
• The fastest path to generating cash flow
• Branding mistakes they'd never make again

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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 O&O

• John's YouTube Channel
• Weekly Newsletter
• Owned and Operated

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 O&O

• John's YouTube Channel
• Weekly Newsletter
• Owned and Operated

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:

• When rebranding makes sense
• Why some operators never rebrand acquisitions
• The operational cost of managing multiple brands
• How branding impacts culture and recruiting
• What customers really notice
• The playbook for rolling out a rebrand
• Building one company across multiple markets

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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 O&O

• John's YouTube Channel
• Weekly Newsletter
• Owned and Operated

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 O&O

• John's YouTube Channel
• Weekly Newsletter
• Owned and Operated

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 O&O

• John's YouTube Channel
• Weekly Newsletter
• Owned and Operated

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.

How do you go from Tesla to owning a plumbing company?

In this episode of Owned and Operated, John Wilson sits down with Jared Worthen to discuss buying a plumbing business, transitioning from tech into the trades, and what it's really like to acquire and operate a home service company.

After building his career at Tesla and ServiceTitan, Jared spent years searching for the right acquisition before purchasing Drain Doctors, a plumbing and drain cleaning company on California's Central Coast. He shares the realities of business acquisition, SBA-style entrepreneurship, scaling a small service business, and the lessons he's learned during his first 120 days as an owner.

From due diligence and deal structure to hiring technicians, implementing ServiceTitan, improving Google reviews, and building a growth-focused culture, this episode is packed with practical insights for anyone interested in buying a business, running a plumbing company, or growing a home service business.

What You'll Learn:

→ How Jared went from Tesla and ServiceTitan to plumbing business ownership
→ The process of buying a plumbing company and negotiating an acquisition
→ Common mistakes first-time business buyers make
→ What surprised him most during the first 120 days of ownership
→ How ServiceTitan, Google reviews, and marketing are helping drive growth

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🔗 CONNECT
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John Wilson → https://www.linkedin.com/in/johnbwilson1/

Jared Worthen →https://x.com/slo_operator

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💰 SPONSORS
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💼 Extra Special Thanks to Service Scalers!

We’ve been partnering with Service Scalers to maximize our Local Service Ads (LSAs) and optimize our Google My Business profiles, and the results have been incredible. With hundreds of thousands in sales and 900+ calls in a single week, GMBs are now our top-performing organic lead channel.
Want to learn how Service Scalers can do the same for you?

🔗Check Them Out Here

💡 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

Send Us Mail!

More Ways To Connect with O&O

• John's YouTube Channel
• Weekly Newsletter
• Owned and Operated

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.