100+ Deals Reviewed. Here’s What Most Investors Get Wrong
Update: 2025-09-18
Description
Most investors look at a glossy pro forma, see double-digit returns, and think they’ve found a “cash cow.”
We’ve underwritten more than a hundred real estate deals - and the truth is, 80-90% collapse the moment you stress-test the numbers.
In this episode, we break down:
- Why every pro forma you see is biased (and how to decode it).
- How to triangulate rents, occupancy, and expenses so you’re not gambling with assumptions.
- The truth about Section 8 “guaranteed income” - and why max approved rent ≠ market reality.
- The short-term rental loophole hype: when it’s a strategy, and when it’s just a tax tail wagging the dog.
- The single investor takeaway: good investing isn’t about chasing hype, it’s about protecting downside.
If you’re a busy professional who wants real estate to create freedom (not headaches), this episode is for you.
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