#43 - The Right Order to Diversify Your Portfolio & The Truth About Mid-Term Rentals episode artwork

EPISODE · Aug 5, 2026 · 31 MIN

#43 - The Right Order to Diversify Your Portfolio & The Truth About Mid-Term Rentals

from First Deal Podcast · host Keith Gillispie

Keith breaks down portfolio diversification across three dimensions — strategy, geography, and asset class — and explains why most people get the order completely wrong. Then he gives his most nuanced answer yet on mid-term rentals, admitting it stumped him more than almost any question Dayton has asked.TakeawaysDiversify in the right order: strategy first, geography second, asset class last.Get excellent at one strategy, systemize and delegate it, then add the next. Don't juggle eight things from day one.Mid-term rentals are real and structural — but they're not a universal sweet spot. They work best when you're uniquely positioned for a specific tenant niche.Balance diversification with optimization your entire career — add things, but cut what doesn't work.Chapters00:00 Introduction00:48 Philosophy on Portfolio Diversification05:26 Importance of Deal Structure13:17 Geographical Diversification18:47 Midterm Rentals: A Viable Strategy?24:32 Balancing Diversification and Optimization31:04 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/realestateinvestingandwholesalin  🧑🏻‍💻FREE COURSE (watch 5 min first): https://playbook.reiautomated.io/?source=Keith&campaign=OFC 🌐Our Website: https://www.reiautomated.io 🎯DealBase - The Only CRM Built For Real Estate Investors: https://go.reiautomated.io/dealbase-reia  🌟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

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#43 - The Right Order to Diversify Your Portfolio & The Truth About Mid-Term Rentals

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