Podcast Episode 26: Second Chances & STR Wins: How Smart Investors Close Year-End Deals
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In this episode, Sarah Willis and Suzanne Moore break down what it really takes to win STR (short-term rental) deals — especially during the chaotic rush of Q4.
They share an incredible true story: a client who missed an STR duplex in Bend by ONE day… only to get a second chance when the original deal fell apart. Learn how Zillow alerts, backup offers, and quick action turned a missed opportunity into a major win.
You’ll also hear about: • Navigating STR permits and zoning in Bend • Why smart investors plan early instead of scrambling in December • A case study of a December STR purchase that still made it across the finish line • Sarah & Suzanne’s own STR sale in Rhododendron, Oregon — from purchase to cash-flow in months • How emotional management affects investor success • What to do when inventory doesn’t match your criteria
If you're building passive income through STRs or hoping to secure an investment before year-end, this episode is filled with strategy, timing, and inspiration.
⏱️ TIMESTAMPS 00:00 — Welcome 00:45 — Short-term rentals & year-end timing 01:13 — The “second chance” STR story 03:16 — Backup offers & STR permit strategy 04:27 — The reality of the December STR rush 06:59 — Success story: Rhododendron STR journey 09:03 — Final takeaways