Buying a small business? In this episode of Jackquisitions, we follow Chris Barr’s journey to acquiring a pressure washing company using smart financing—combining cash, earnouts, and trusted advisors. From submitting the LOI to executing deep-dive due diligence, Chris shares what it really takes to close a successful acquisition.

You’ll learn how to build the right team, evaluate financials and legal risks, and structure a deal that fits your vision. Whether you're just exploring acquisitions or in the weeds of a deal, this episode offers an insider’s look at getting a service business acquisition across the finish line.

⚡ What you’ll learn

• What Chris looked for in an ideal pressure washing business—and how he sourced it
• The creative structure behind his LOI and financing approach
• Why specialization matters: How Chris leveraged his real estate pros for M&A success
• The step-by-step due diligence checklist across financial, legal, and operational domains
• How to avoid major pitfalls in banking and legal negotiations
• The must-have advisors you need on speed dial when buying a business
• How to evaluate seller-provided info and spot red flags before it’s too late
  
  
  

If you’re buying a local service business or scaling your portfolio, this episode gives you a framework to approach acquisitions confidently—with the right strategy and team in place.

👤 Hosted by:

Jack Carr

👤Episode Guest:

Chris Barr

💼 Shoutout to Appletree Business Services

HVAC and plumbing pros—ditch tax surprises and unresponsive accountants. Appletree handles your books, taxes, payroll, and acquisitions, and they know tools like ServiceTitan cold.

🎁 Get a free tax & financial review or 10% off a QOE report.

👉 Book a call here — tell Patrick Jack sent you.

💼 Special Thanks to First Internet Bank!

Looking to buy or expand a business? First Internet Bank is a National Preferred SBA lender specializing in acquisitions for the skilled trades. Their SBA loan program offers up to 90% financing for business acquisitions, partner buyouts, and commercial real estate—plus optional lines of credit to fuel future growth. Unlike traditional lenders, they take a “how can we” approach, making deals happen for both first-time buyers and experienced operators.

👉 Special Offer: Mention Owned and Operated for a reduced good faith deposit and a complimentary deal review + buyside prequalification.

Connect with Alan Peterson from First Internet Bank here to get started

Send Us Mail!

More Ways To Connect with O&O

• John's YouTube Channel
• Weekly Newsletter

Leave a Review

John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC

📌 Disclaimer:
Some links may include UTM parameters for tracking. Episodes may feature paid sponsors, but all opinions are our own. Always do your own research before making business decisions.

In this episode of Owned and Operated, John and Jack unpack what leadership looks like inside a $20–40 million home service business—and why that size still feels small. They explore how companies in this range often remain personality-driven, even with impressive revenue, and what it really takes to level up. From forming HR and marketing departments to structuring a true senior leadership team, they dig into the growing pains and leadership gaps most businesses face on the way to maturity.

The conversation dives deep into leadership development, internal promotions, and when to hire key external roles like controllers. John and Jack share why the sophistication of a business doesn’t always match the revenue—and how building the right team early creates long-term stability and growth. If you're scaling past $10 million and thinking about what’s next, this episode lays out a real-world playbook for building a well-rounded, leadership-driven operation.

🔹 In This Episode, We Cover:

What leadership looks like at $20–40M in revenue
Why revenue doesn’t always equal business sophistication
The challenges of building a senior leadership team
Promoting internally vs. hiring externally
When to build HR, marketing, and finance departments
How leadership development programs drive retention and growth
Creating a stable, mature business beyond personality-driven leadership

🌐 More resources

💼 Shoutout to Quick Staffers LLC

Need trained HVAC & plumbing CSRs at a fraction of the cost? Quick Staffers LLC specializes in placing top-tier global talent with the best SOPs and scripts.

🔥 Get $1,000 off your first placement here


👤 Hosted by:

John Wilson

Jack Carr

Send Us Mail!

More Ways To Connect with O&O

• John's YouTube Channel
• Weekly Newsletter

Leave a Review

John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC

📌 Disclaimer:
Some links may include UTM parameters for tracking. Episodes may feature paid sponsors, but all opinions are our own. Always do your own research before making business decisions.