Podcast: Scaling Short-Term Rentals Is Harder Than the Industry Admits

1/26/2026

Except for a small group of "disciplined" short-term rental operators, the sector "has settled into a slow, operational grind that favors local execution over national ambition," according to Skift's Wil Slickers. There are exceptions, such as Casago, Casiola, Kasa, and Placemakr, notes Slickers, and they had one thing in common: "They picked a lane." Slickers discussed the subject in this podcast with Jamie Lane of AirDNA, StayTerra's Brandy Canaley, and Michael Goldin at Nook Outdoors.

Skift (01/22/26) Wil Slickers