#35 - How Keith Made $30,000/mo From Rentals (And Lost It All) episode artwork

EPISODE · Jul 8, 2026 · 26 MIN

#35 - How Keith Made $30,000/mo From Rentals (And Lost It All)

from First Deal Podcast · host Keith Gillispie

Keith lays out his three-step deal analysis framework — the same process he uses on every property regardless of location, price point, or condition. Then he breaks down where short-term rentals actually stand right now and what killed his own STR business in Hawaii. He closes with the two numbers investors almost always underestimate on a fix and flip, and why getting them wrong is so costly. TakeawaysWhat it takes to accurately estimate repairs in real estate dealsWhat you can do to decrease your time investment into real estateChapters00:00 Introduction00:48 Analyzing Deals in Under 10 Minutes12:23 Short-Term vs Long-Term Rentals21:18 Understanding Fix and Flip Math26:01 Outro📜FREE Purchase & Sales Agreement: https://go.reiautomated.io/strongest-psa-lm 📊FREE Deal Analyzer + Repair Estimator: https://go.reiautomated.io/deal-analyzer   📃FREE Joint Venture Agreement: https://go.reiautomated.io/jv-agreement-flm 🏠FREE Facebook Community: https://www.facebook.com/groups/realestateinvestingandwholesaling🧑🏻‍💻FREE COURSE (watch 5 min first): https://playbook.reiautomated.io/?source=Keith&campaign=OFC 🌟CLIENT RESULTS: https://youtu.be/wtDCqarJceM?si=QsXJyAKV6eVL-Eeb WHAT WE OFFER: https://youtu.be/JbV0LqjdhJ8 SOCIALSInstagram: https://www.instagram.com/keithg_rei/ Facebook: https://www.facebook.com/Keith.GillispieMusic from #Uppbeat (free for Creators!):https://uppbeat.io/t/monobox/backboneLicense code: OZZJFTOT1V6EYPPY

Episode metadata supplied by the publisher feed · Published Jul 8, 2026

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#35 - How Keith Made $30,000/mo From Rentals (And Lost It All)

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