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Episode 36: Short-Term Rentals: What Instagram Won’t Tell You episode artwork

EPISODE · Jun 17, 2026 · 54 MIN

Episode 36: Short-Term Rentals: What Instagram Won’t Tell You

from Courageous Stewards · host Sean Skiver and Jake Tracy

A lot of people love the idea of short‑term rentals — the aesthetics, the cash flow screenshots, the highlight reels. But owning one is a whole different story. In this episode, we pull back the curtain on what STRs actually require: the buying, the funding, the underwriting, the systems, the management, the mistakes, and the stewardship mindset that keeps you sane. If you’ve ever wondered whether STRs are worth it or how to run them without losing your peace, this is your roadmap. Hosts:Jake Tracy | Email: [email protected] Skiver | Email: [email protected]

Episode metadata supplied by the publisher feed · Published Jun 17, 2026

What this episode covers

A lot of people love the idea of short‑term rentals — the aesthetics, the cash flow screenshots, the highlight reels. But owning one is a whole different story. In this episode, we pull back the curtain on what STRs actually require: the buying, the funding, the underwriting, the systems, the management, the mistakes, and the stewardship mindset that keeps you sane. If you’ve ever wondered whether STRs are worth it or how to run them without losing your peace, this is your roadmap. Hosts:Jake Tracy | Email: [email protected] Skiver | Email: [email protected]

PodParley-generated summary based on available episode metadata and transcript content.

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Episode 36: Short-Term Rentals: What Instagram Won’t Tell You

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How long is this episode of Courageous Stewards?

This episode is 54 minutes long.

When was this Courageous Stewards episode published?

This episode was published on June 17, 2026.

What is this episode about?

A lot of people love the idea of short‑term rentals — the aesthetics, the cash flow screenshots, the highlight reels. But owning one is a whole different story. In this episode, we pull back the curtain on what STRs actually require: the buying, the...

Can I download this Courageous Stewards episode?

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