#219 What It Really Takes to Buy a Local Service Business in 2025 Podcast By  cover art

#219 What It Really Takes to Buy a Local Service Business in 2025

#219 What It Really Takes to Buy a Local Service Business in 2025

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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

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

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