STR Investments: Why Some Soared and Others Failed episode artwork

EPISODE · Apr 30, 2026 · 27 MIN

STR Investments: Why Some Soared and Others Failed

from The Check-In · host Leo Walton and Sarah Nan Dupre

 What’s the real difference between a multi-billion dollar "SPAC" failure like Vacasa and a scaling success like Hostaway? VC partner and industry expert Eugenia Dunaeva joins Sarah and Leo to pull back the curtain on short-term rental investments. We dive into "sticky" tech stacks, the shift from overvaluation to realism, and what operators need to show investors in 2026 to get funded. 

Episode metadata supplied by the publisher feed · Published Apr 30, 2026

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STR Investments: Why Some Soared and Others Failed

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