After Nearly $500M in Acquisitions, This Is When We Walk Away From a Deal | Ep. 41

Everyone wants to talk about the deals they did. Nobody wants to talk about the deals they walked away from—and those are usually the ones that make you the most money.

Every acquisition has skeletons in the closet. Some are fixable. Some just aren’t worth the effort, no matter how much you’ve already fallen in love with the deal.

Today I’m speaking with my partner and CIO of Sunrise Capital Investors, Kevin Bupp. Kevin runs acquisitions at Sunrise, turning us from a two-man operation into nearly $500M in properties that fit our buy box and protect our investors’ downside.

Even after decades in this business, we still get stuck. On a recent deal, the numbers looked good and the problems had a workable fix, but it wasn’t something we could stomach, so we walked away, even after $60,000 in pursuit costs. Walking away was painful. It was also discipline, not defeat.

Kevin and I talk about how to run acquisitions with principle instead of projection, what it means to protect the downside on every deal, and what happens when a deal’s mechanics shift while you’re already under contract. Build your system and your team around protecting the downside first, and the upside takes care of itself.

Sage Wisdom from Today’s Episode: 

  • Why walking away, even after tens of thousands in pursuit costs, is discipline
  • Why a solvable problem isn’t always worth solving (when to let the deal go)
  • Don’t win or lose, win or learn, and use the expensive lessons to produce dividends 
  • Why properties that were once golden geese can stop being worth holding
  • The people are the power: how your team decides the outcome of any real estate deal

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Hear Kevin on Real Estate Investing for Cash Flow

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Disclaimer: This podcast is for educational purposes only and does not constitute financial, tax, or legal advice. Consult with a qualified professional before making any investment decisions.

00:00 Intro

02:14 The “Infill” Upside

05:25 Control Your Investment’s Outcome

09:25 Challenging Value-Add (Worth It?)

12:28 When to Walk Away (Real Example)

19:32 Sunk Costs (Gained Knowledge)

21:32 Never Think Short-Term

24:12 When the Budget Gets Blown Up

30:02 Is the Value-Add Worth It?

36:48 Controllable Often Beats “Fixable”

38:28 Selling What Used to Work

42:19 Your Team Controls Your Destiny

48:37 Kevin’s Sage Acquisition Principle

Recommended Resources:

Episode Transcript

Brian 300x300 1

Founder, Sunrise Capital

Brian helps high-net-worth investors build passive income through real estate syndications and tax-efficient wealth strategies.