Cashflow Diary Direct | J. Massey | Substack

Get proven STR strategies that create $800+ monthly per bedroom. Free.

Recent posts

The AI Secret That Took Me From Page 7 to Page 1

(Powered by Celsius and surrounded by Chick-fil-A wrappers)

Apr 8, 2025 • J. Massey

Why Your STR Business Is Dying (And Why “Working Harder” Won’t Save It)

The systematic automation gap is killing manual operators—and most don’t even know they’re already dead

Oct 15, 2025 • J. Massey

🏠 The Master Key vs. The Property Inspector:

Why 70% of STR Operators Are Still Missing the Mark

Sep 26, 2025 • J. Massey

Why 97% of STR Operators Are Lost at Sea

(And The Navigation System That Changes Everything)

Sep 25, 2025 • J. Massey

7 Mistakes You're Making with STR Automation (and How to Fix Them)

Last week, I got a panicked message from Sarah, a member who owns three Airbnbs in Nashville.

Sep 11, 2025 • J. Massey

Stop guessing. Start profiting. Get proven STR strategies free.

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