*Dear Scott,
We wanted to take a moment to express our sincerest gratitude for your time and willingness to come on the podcast. It was a fantastic conversation and your insights and experiences are going to be incredibly valuable to our listeners.
Below you can find all the links and goodies to help share and promote your appearance on the show!
Onward & Upward Together, Matt Drinkhahn & the ‘Eternal Optimist’ Team!*
https://player.captivate.fm/episode/97f42966-023e-402b-9edb-a666cd3c1989
https://player.captivate.fm/episode/174b4a11-1744-4a04-831d-eb44989ec419
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</aside>
<aside> <img src="https://s3-us-west-2.amazonaws.com/secure.notion-static.com/c2b80355-ebc0-40a9-a004-555a7bddeda9/R.png" alt="https://s3-us-west-2.amazonaws.com/secure.notion-static.com/c2b80355-ebc0-40a9-a004-555a7bddeda9/R.png" width="40px" /> Listen on Apple
</aside>
After 30+ years in real estate and over 150 deals, I’ve seen what works—and what doesn’t. In this conversation with Matt Drinkhahn on The Eternal Optimist, we talk about discipline in investing, avoiding common mistakes, and why sticking to your buy box is critical for long-term success. If you're in real estate or thinking about getting started, this episode is packed with insights you won’t want to miss! 🎧 #realestateeducation #financialfreedom #entrepreneurmindset https://tinyurl.com/y8hthbsk
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Real estate changed my life—not just financially, but in how I think about opportunity, risk, and resilience. In this episode of The Eternal Optimist, I sit down with Matt Drinkhahn to share my 30+ years of real estate investing experience, the hard lessons from 150+ deals, and how a 10-unit property took me to bankruptcy—but also gave me the discipline to build lasting wealth. If you’re serious about real estate, this one’s for you!"
🎧 Listen now: https://tinyurl.com/y8hthbsk
Tweet
"In real estate, the biggest mistakes come from not knowing the numbers. I learned the hard way—6 accepted offers at once meant I was overpaying. Learn how I turned those failures into investing success on The Eternal Optimist! 🎙 #realestateinvesting #wealthbuilding https://tinyurl.com/y8hthbsk "
Tweet 2
"Bankruptcy wasn’t the end—it was the lesson I needed. I sit down with Matt Drinkhahn to talk about what I learned from losing big and how it shaped my real estate investing strategy. Listen in! 🎧 #investingwisely #realestatebusiness https://tinyurl.com/y8hthbsk "
Subject: How One Real Estate Deal Nearly Broke Me…
Hey [First Name],
I want to share a story with you—one that changed the course of my entire real estate journey.
Back in 2002, I thought I was doing everything right. I read Rich Dad, Poor Dad, got fired up, and jumped into real estate with both feet. I made six offers. All six were accepted. That should have been my first red flag. Instead, I thought I was crushing it.
One of those deals was a 10-unit property. On paper, it looked great. In reality? It was a disaster. Deferred maintenance, constant vacancies, endless repairs—it drained everything. By 2008, when the market crashed, that property dragged me straight into bankruptcy. It was one of the hardest seasons of my life.
But here’s the thing: that failure taught me everything. How to analyze deals with precision. Why discipline in investing is non-negotiable. How to create a real strategy—not just buy on emotion. I rebuilt from the ground up, and now, 30 years in, I teach others how to avoid the exact mistakes I made.
I had the chance to sit down with Matt Drinkhahn on The Eternal Optimist to talk about it all—the wins, the failures, and the formulas every investor needs to know. If you’re serious about investing or just want to hear a real, no-BS story about resilience, this episode is for you.
🎧 Listen now: https://tinyurl.com/y8hthbsk
After you listen, hit reply and tell me—what’s been your biggest investing lesson so far?
Talk soon,
Scott
If you have any questions, need some revisions, or just want some more content - please reach out to [email protected]!