
Cashflow Diary™ is the podcast for short-term rental owners who want their properties to actually pay them. Host J. Massey is a real estate investor, sales coach, and master facilitator of Robert Kiyosaki's CASHFLOW™ 101 game. He breaks down real numbers from real client conversations: pricing, platform fees, direct bookings, systems, and the habits that quietly cap experienced hosts. New episodes... more
| Publishes | Daily | Episodes | 701 | Founded | 14 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | InvestingBusinessEntrepreneurship | |||

AI disclosure: This episode is narrated by an AI-generated voice.
Counting from Friday, October 23, there are 69 days left in the year. Maybe you said this would be the year you got ahead of the bills or started something of your own. J. taught it t... more
AI disclosure: This episode is narrated by an AI-generated voice.
In August, 1.6 million people in the U.S. were laid off or let go, by the Bureau of Labor Statistics' count. That was an ordinary month. J. has asked one question in his trainings for... more
AI disclosure: This episode is narrated by an AI-generated voice.
Your Airbnb minimum stay can turn guests away while you sleep. Sixteen people asked about one of our own properties and never booked. Sorted by reason, they came down to two, and one ... more
Six years, a three-bedroom rental, and an annual net profit of zero. The platform got paid. The manager got paid. The cleaner got paid. The owner didn't.
In this episode, J. Massey walks through two recent conversations (details changed) with experi... more
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This is a must listen for anyone who wants to master the short term rental game!
I've been listening to the Cashflow Diary Podcast by J. Massey for several months now, and I'm consistently impressed by the quality of the content. J. Massey has a knack for delivering insightful, actionable advice on personal finance, investing, and entrepreneurship. His guests are knowledgeable and engaging, and they offer a fresh perspective on wealth-building. I'm always learning something new and inspiring from the podcast, and I'm confident that it's helping me become a better investor an... more
Listedn to Feb 24th podcast and like the 0-50K, $50-$250K, above $250K framework of partnering and what level to bring in equity partnres. In the middle of a raise myself and found this helpfu.
-Adam with Home Equity Partner
I really enjoy listening to your podcast and continue expanding my knowledge.Thanks so much and keep up the great work.
This podcast is very informative and full of valuable information on how to be financially independent. Must listen!
Key themes from listener reviews, highlighting what works and what could be improved about the show.









Listeners, social reach, demographics and more for this podcast.
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A practical show focused on short-term rental profitability, pricing discipline, direct bookings, and scalable systems. Episodes mix data-driven tactics, real-world client stories, and frameworks for reducing platform dependence, optimizing listing performance, and building repeatable processes for cash flow. A notable angle is the emphasis on actionable steps, candid discussions of costs and margins, and occasional use of an AI voice clone to present host-led teaching. This combination makes it useful for operators seeking repeatable, dollar-focused strategies and for sponsors targeting real estate and entrepreneurship audiences.
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Cashflow Diary™ launched 14 years ago and published 701 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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