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 every Tuesday.

Want a second set of eyes on your numbers? Book your complimentary one-on-one diagnostic call at cashflowdiary.com/diagnostic

Many episodes are narrated with J. Massey's own licensed AI voice clone, built from his own recordings and real client conversations.

Latest Episodes

Airbnb Self Check-In: How to Take Yourself Off the Front Door

Take yourself off the front door: lockbox, keypad or smart lock, unique codes, a backup plan, what to ask first, and the arrival message.

Airbnb LLC: What to Check and Who to Ask Before You File

Should your Airbnb be in an LLC? What one does and doesn't do, the tax default, insurance, your loan or lease, yearly cost, and who to ask first.

Airbnb Cleaner: Your Most Important Hire and How to Keep a Good One

Why your Airbnb cleaner is the most important hire you make, what to look for, and how to keep a good one: pay, supplies, photos and a backup.

Direct Booking Site for Airbnb Hosts: When It Pays and How to Start

When does a direct booking site pay for an Airbnb host? The fee math, the break-even, Airbnb's off-platform rules, and 6 steps to start.

Is Airbnb Legal in My City? 4 Places to Check Before You Sign a Lease

Is Airbnb legal in your city? Before you sign a lease, check 4 places: the city code, the permit office, the HOA, and the lease.

More Episodes »
Broadcast by