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#12 This Deal Nearly Fell Apart, Here's What Saved It
In this episode of Jackquisitions, Jack sits down with Chris Barr—an aspiring business owner deep in the trenches of due diligence after signing an LOI to buy his dream company.
What follows is a transparent, tactical breakdown of the financial, legal, and operational hurdles Chris is facing. From recasting sketchy financials to prepping for a potential retrade, this episode strips away the romanticism of acquisition and lays bare the gritty work that goes into closing a deal.
If you're serious about buying a small business, this episode is your field guide.
⚡ What You’ll Learn
- What happens after you sign the LOI: Chris’s real-time playbook
- Navigating financial recasting and spotting red flags
- Legal and operational due diligence—what most acquirers overlook
- Why your deal team matters more than your deal size
- When retrading is necessary (and how to do it without killing trust)
- The biggest mindset shift Chris had during diligence
- How to stay optimistic when things get messy
Whether you’re a first-time buyer or a deal junkie, this episode will sharpen your edge and help you prep for the real work behind business acquisition.
💼 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 at [appletreebusiness.com] — tell Patrick Jack sent you.
💼 Buying Businesses?
Jackquisitions is the must-read newsletter for operators, acquirers, and deal junkies. It’s packed with real acquisition breakdowns, seller red flags, and proven strategies from the trenches.
📬 Join and get smarter on small biz M&A every week.
👉 Subscribe at https://www.jackquisitions.com/
👤 Hosted by
Jack Carr – https://x.com/TheHVACJack
👤 Episode Guest
Chris Barr
Send us a text
Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus.
🖊️ Sign up HERE for more insights
📢 Enjoyed the episode?
✅ Like, Comment & Subscribe for weekly insights on business acquisitions, deal flow, marketing, and growth strategies!
📌 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.
View all episodes
By Jack CarrIn this episode of Jackquisitions, Jack sits down with Chris Barr—an aspiring business owner deep in the trenches of due diligence after signing an LOI to buy his dream company.
What follows is a transparent, tactical breakdown of the financial, legal, and operational hurdles Chris is facing. From recasting sketchy financials to prepping for a potential retrade, this episode strips away the romanticism of acquisition and lays bare the gritty work that goes into closing a deal.
If you're serious about buying a small business, this episode is your field guide.
⚡ What You’ll Learn
- What happens after you sign the LOI: Chris’s real-time playbook
- Navigating financial recasting and spotting red flags
- Legal and operational due diligence—what most acquirers overlook
- Why your deal team matters more than your deal size
- When retrading is necessary (and how to do it without killing trust)
- The biggest mindset shift Chris had during diligence
- How to stay optimistic when things get messy
Whether you’re a first-time buyer or a deal junkie, this episode will sharpen your edge and help you prep for the real work behind business acquisition.
💼 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 at [appletreebusiness.com] — tell Patrick Jack sent you.
💼 Buying Businesses?
Jackquisitions is the must-read newsletter for operators, acquirers, and deal junkies. It’s packed with real acquisition breakdowns, seller red flags, and proven strategies from the trenches.
📬 Join and get smarter on small biz M&A every week.
👉 Subscribe at https://www.jackquisitions.com/
👤 Hosted by
Jack Carr – https://x.com/TheHVACJack
👤 Episode Guest
Chris Barr
Send us a text
Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus.
🖊️ Sign up HERE for more insights
📢 Enjoyed the episode?
✅ Like, Comment & Subscribe for weekly insights on business acquisitions, deal flow, marketing, and growth strategies!
📌 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.