Cashflow Diary Direct

Cashflow Diary Direct

9 Critical STR Mistakes New Hosts Make (And How to Avoid Them)

J. Massey's avatar
J. Massey
Feb 26, 2025
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Let me share something crucial: your first STR deals are for experience, not profit. Later, you profit from your experience. This mindset shift would have saved me years of frustration when I started back in 2008.

My Journey in Real Estate

I’ve been full-time in real estate since 2008 and running short-term rentals for nearly a decade. During that time, I’ve made every mistake possible—and paid full price for those lessons. Now I’m offering them to you at a discount.

The Reality of Short-Term Rentals

Here’s the first reality check many vacation rental hosts won’t tell you: short-term rentals are NOT passive income. This misunderstanding is probably the #10 mistake that didn’t make this list. STRs generate copious amounts of active income that you can then use to create passive income. There’s a crucial difference.

A New Approach

What we actually teach is how to use short-term rentals to earn your annual income problem on a monthly basis. We use systems that require just one hour per day. Bu…

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