

#216 How One Operator Is Making Big Waves in Business Acquisitions
Jun 27, 2025
In this insightful conversation, Chris Barr, a first-time buyer diving into business acquisitions, shares his journey of navigating the complex landscape of smart deal structures. He discusses the importance of walking away from incompatible deals, like an art-framing shop that didn’t fit his vision. Listeners will learn about crafting offers that combine cash and earnouts, sourcing off-market deals, and the significance of building a credible personal brand. Chris also offers tips on due diligence and negotiation strategies that can lead to successful acquisitions.
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Episode notes
Walking Away From a Deal
- Chris Barr walked away from an art framing business because the owner was very particular and the vibe wasn't a fit for him.
- He decided not to pursue the deal despite his initial interest to avoid a difficult working relationship.
Avoid Skipping LOI Phase
- Typically, do not skip the LOI phase and jump straight to APA to avoid being in a weak negotiating position.
- LOIs are flexible and help protect buyers by allowing renegotiation after due diligence without upfront costs.
Broker Allegedly Double-Dipped Commission
- Chris Barr lost a pool route deal when the broker allegedly took another buyer secretly, ignoring Chris's higher offer.
- This experience was frustrating but led Chris to find a better replacement deal afterward.