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Short Term Rental Riches

Aug 11, 2026

Damage waivers sound like free protection. But the wrong setup can shrink bookings instead of protecting a property.

In this episode, we break down how damage waivers work, what they cover, and 1 alternative we recommend for properties with a lower nightly rate.

  • How a damage waiver actually works, from claim to...


Aug 4, 2026

We sit down with Gil Chan, founder of CraftedStays, about what it takes to build a direct booking website for a STR.

We cover the gap between a generic template and an expensive agency build, the new AI tool Aria, and why owning a few direct bookings changes a host's leverage across platforms:

  • What a direct booking...


Jul 28, 2026

Security deposits come up in almost every hosting conversation, but a lot of what hosts believe about them is wrong. We break down the difference between a deposit and an authorization hold, and why refunding deposits drains money from every stay.

We cover damage waivers, when to charge a guest for damage, and how to...


Jul 21, 2026

Mattresses seem like a small decision, but they shape almost every guest review a short-term rental gets, and getting it wrong is the kind of mistake guests always mention.

In this episode, we share the exact mattress and bed frame we use, why the premium option rarely earns its price tag, and how to prioritize spending...


Jul 14, 2026

Running more than one short-term rental often means answering the same guest questions, jumping between platforms, and hoping nothing slips through the cracks. In this episode, we sit down with Frank Bosi from Hostfully.

We break down what a property management system automates, who it is built for, and one mistake that...