Treeside Capital Podcast

Cooler Heads Prevail? Deal is Back from the Dead?


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Real estate deals rarely go exactly as planned—and this one was no exception.

In this episode, we share a real-time update on a deal that was scheduled to close Monday, December 23, 2025, and how a last-minute issue with the county and our lender forced us to completely restructure the closing—without blowing up the deal.

After the bank denied our original plan to execute the deed and handle legal corrections post-closing, we had to go back to a seller who was understandably frustrated by delays and ask for a short-term solution: 45 days of seller financing. The goal was simple—close before year-end so investors could capture depreciation, then clean up the legal description, record the deed properly, and refinance with the bank immediately after.

We walk through:

  • Why counties can derail otherwise solid deals
  • How we approached a tired seller with transparency and respect
  • The importance of third-party credibility (and why having the title officer explain the structure mattered)
  • How staying calm and solutions-oriented keeps relationships intact when plans change
  • Why relationships—not spreadsheets—often decide whether a deal survives

This episode is a reminder that unexpected obstacles are part of the game. The investors who win long-term are the ones who stay composed, communicate clearly, and find win-win solutions when pressure is highest.

If you're raising capital, working with banks, or navigating complex closings, this episode is for you.

Visit treesidecapital.com for more details…

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Treeside Capital PodcastBy Miles Noland