The Episode We Never Thought We’d Record… The Final Chapter of The Real Estate Pessimist | EP50
Wed Dec 17 2025
What happens when the podcast built on telling the truth… tells you its own truth?
In this milestone Episode 50, we sat down in person for the very first time and peeled back the curtain on everything. The wins, the wounds, the lessons, and the twist no one saw coming. This isn’t just a recap. This is the capstone. The closing chapter of The Real Estate Pessimist Podcast. And wow… it hit us harder than we expected.
We talk about why we launched this thing in the first place, why it mattered so much, and why ending it now is actually the most honest, aligned move we could make. You’ll hear what this podcast taught us about investing, about people, about ourselves… and about how to build a life you’re actually proud to live inside of.
After a year of stories, wrecks, rebuilds, and belly laughs, we’re giving you the truth behind the truth-tellers.
What we cover in this episode:
Why Episode 50 is our final Real Estate Pessimist episode
What we learned from a year of telling the real stories investors hide
How this podcast became therapy, clarity, and a catalyst for both of us
The guests who changed our minds, our strategies, and honestly… our lives
The behind-the-scenes reality of podcasting that no one warns you about
The power of community when deals fall apart and life blindsides you
What we’re each building next (including Kristi’s massive Elevate project)
Why quitting something good is sometimes the exact right move
BOLD TAKEAWAY TRUTH:Action creates clarity. You cannot think your way into the life you want. You have to move.
🎧 Listen now: https://www.youtube.com/@TheRealEstatePessimist/videos
📍 Find us on all platforms:
YouTube: https://www.youtube.com/@TheRealEstatePessimist/videos
Spotify: https://open.spotify.com/show/30iW9NGVaPVqIBZqf8iNd5?si=aa41afe7b90b4315
Apple: https://podcasts.apple.com/us/podcast/the-real-estate-pessimist/id1785003692
🎧 Want more from Kristi? Hear how she’s helping locals become developers in their own communities by removing the gatekeeping.
→ Listen to the Local Real Estate Developer Podcast: https://www.youtube.com/@LocalRealEstateDeveloper/podcasts
#realestateinvesting #mindsetshift #entrepreneurjourney #fearvsprudence #therealestatepessimist #developmentlife #propertyinvestor #startscared #riskandreward #truthaboutrealestate
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What happens when the podcast built on telling the truth… tells you its own truth? In this milestone Episode 50, we sat down in person for the very first time and peeled back the curtain on everything. The wins, the wounds, the lessons, and the twist no one saw coming. This isn’t just a recap. This is the capstone. The closing chapter of The Real Estate Pessimist Podcast. And wow… it hit us harder than we expected. We talk about why we launched this thing in the first place, why it mattered so much, and why ending it now is actually the most honest, aligned move we could make. You’ll hear what this podcast taught us about investing, about people, about ourselves… and about how to build a life you’re actually proud to live inside of. After a year of stories, wrecks, rebuilds, and belly laughs, we’re giving you the truth behind the truth-tellers. What we cover in this episode: Why Episode 50 is our final Real Estate Pessimist episode What we learned from a year of telling the real stories investors hide How this podcast became therapy, clarity, and a catalyst for both of us The guests who changed our minds, our strategies, and honestly… our lives The behind-the-scenes reality of podcasting that no one warns you about The power of community when deals fall apart and life blindsides you What we’re each building next (including Kristi’s massive Elevate project) Why quitting something good is sometimes the exact right move BOLD TAKEAWAY TRUTH:Action creates clarity. You cannot think your way into the life you want. You have to move. 🎧 Listen now: https://www.youtube.com/@TheRealEstatePessimist/videos 📍 Find us on all platforms: YouTube: https://www.youtube.com/@TheRealEstatePessimist/videos Spotify: https://open.spotify.com/show/30iW9NGVaPVqIBZqf8iNd5?si=aa41afe7b90b4315 Apple: https://podcasts.apple.com/us/podcast/the-real-estate-pessimist/id1785003692 🎧 Want more from Kristi? Hear how she’s helping locals become developers in their own communities by removing the gatekeeping. → Listen to the Local Real Estate Developer Podcast: https://www.youtube.com/@LocalRealEstateDeveloper/podcasts #realestateinvesting #mindsetshift #entrepreneurjourney #fearvsprudence #therealestatepessimist #developmentlife #propertyinvestor #startscared #riskandreward #truthaboutrealestate