Episode

Real Deals: A $10M Win by Taking on This “Complex” Parking Garage Deal

Podcast
Real Estate Investing for Cash Flow with Kevin Bupp
Published
Apr 27, 2026
Duration seconds
1221
Processing state
not_requested
Canonical source
https://episode.flightcast.com/01KQ7T4GP0VVER1KPP7SWNGNRK.mp3
Audio
https://episode.flightcast.com/01KQ7T4GP0VVER1KPP7SWNGNRK.mp3
JSON
/v1/public/podcasts/real-estate-investing-for-cash-flow-with-kevin-bupp-738816/episodes/real-deals-a-10m-win-by-taking-on-this-complex-parking-garage-deal
Markdown
/podcast/real-estate-investing-for-cash-flow-with-kevin-bupp-738816/real-deals-a-10m-win-by-taking-on-this-complex-parking-garage-deal.md

Actions

  • POST https://stenobird.com/v1/public/podcasts/real-estate-investing-for-cash-flow-with-kevin-bupp-738816/episodes/real-deals-a-10m-win-by-taking-on-this-complex-parking-garage-deal/transcription-requests
    Idempotently request low-priority transcript generation for this episode.
  • GET https://stenobird.com/podcast/real-estate-investing-for-cash-flow-with-kevin-bupp-738816/real-deals-a-10m-win-by-taking-on-this-complex-parking-garage-deal.md
    Read the agent-friendly Markdown representation of this episode resource.

Summary

This single property created more than $10M in value, but it was the most complex real estate deal we’ve ever done. We had to put a million dollars at risk to even start the transaction—and it was non-refundable. Multiple buyers, a cross-collateralized property in receivership with a parking lot, a hotel, and office space. This wasn’t going to be easy, but it definitely paid off. Today, I’m peeling back the curtain, showing you the full numbers and story of this commercial real estate case study that proves if you put in the work, the reward is there—and it could be an eight-figure payoff. I’ll walk through how we got this off-market, underpriced property sent to us, how we found buyers to take over the parts of the property we had no interest in, the substantial non-refundable earnest money we had to put down to close, and the hiccup at the eleventh hour that almost completely killed the deal. Plus, I’ll share exactly what we did to take this parking garage investment from $31M to $35M to now being worth north of $40 million. This is how we did it. Insights from today’s episode: A full real estate case study of the most complex deal we’ve ever done Why I put a seven-figure non-refundable deposit on a property that had low chances of closing How we immediately walked into $4 million of equity from purchase The value-add improvements we made to grow this property’s value by over $10 million The #1 reason why a broker sent this off-market deal to us before anyone else How we subdivided and sold parts of the property while we were buying it Our exact loan structure (LTV, debt, terms) to reduce risk — Investing in Parking Lots: Real Estate’s #1 Overlooked Opportunity | Ep. 977 Charlotte Parking Facility Case Study Recommended Resources: Accredited Investors, you’re invited…