100+ Hours
On-Demand Video Instruction
5x Per Week
Meetings with J. Massey & Team
Coaching
Get Your Own Personal Accountability Coach
World-class training in Short Term Rentals, Real Estate, and Entrepreneurship
In this 12-month program on mastering the short term rental industry, you’ll learn
The foundational elements of how to find, secure, and manage your first set of short term rental units.
How to negotiate with landlords and get the agreement you're looking for.
Where to find new leads so you always have plenty to work from.
How to talk with investors and partners to always find win-win propositions and the capital you're looking for
The tools and resources that work best for running your STR business. You'll be focused on growing and scaling your business instead of getting stuck working in the business.
In this 12 month coaching intensive you're also going to get:
The full STR Mastermind Business System - a blueprint for starting and growing your short term rental busines
Access to hundreds of hours or training videos, Q&A sessions, masterminding, and live, interactive coaching calls
A personal accountability coach who will help you formulate your goals, makes plans, and track your progress
A total commitment to helping you every step of the way, through every phase of your development
Cashflow Diary has authored more than 37 real estate, business, and personal growth courses, trainings, and modules. You get access to it all. Here's a sample.
Learn how to find, fund, build, run and scale your short term rental business, team, and brand.
Gain an understanding of exactly what you need to do to grow your business (as in, step by step guidance) in determining how to exchange cash with ease for your product or service.
Learn how to get other people behind your vision so you can raise private capital with ease and take control of your financial future.
Get all the secrets to talking to investors and landlords so you can get what you want out of nearly every deal. Learn how to create wins for all parties.
Learn the complete sales system and process J uses to increase sales, generate more revenue, and get more referrals for his businesses
There’s a lot to do and remember as an entrepreneur. We break down some of the most important tasks and mindset shifts you need as a business owner.
Learn J’s own approach and system to building and growing his business, complete with exercises and action steps so you can start implementing right away.
Your Roadmap to Retirement, entrepreneurship, and financial intelligence begins now!
More than 100 hours of training to help you start and grow your business right from the start.
You’ve been wanting to grow that business. We make sure you reach the goals you set.
You don’t need a degree in business to be successful. You need support from others who have been there.
The Cashflow DIary mobile app allows you to access the courses, network, and live trainings from anywhere.
Every student gets a personal accountability coach. We’ll help you set goals and plans, and support you every step of your specific journey.
Network with other Cashflow Diary Students. Learn from those that have been there, done that. Brainstorm and collaborate with seasoned operators
Entrepreneurship, financial education, and ownership requires mindset shifts. They happen subtly and incrementally. But we make sure they happen.
Access a treasure trove of every course, book, and module on business building, financial education, and system we've ever built.
Your success is predicated on your action. We've got the structure and support.
100+ Hours of on-demand video courses
Tons of downloadable resources
Access on mobile
Over 1000+ Mastermind students
Guest Speakers
Meet real students experiencing real results. They followed the recipe and are reaping the rewards
J Massey is a full-time Real Estate Investor, Entrepreneur, Popular Podcast Host, Author, Speaker, and Coach
Cashflow Diary is a real estate education and training company. We show people how to build streams cashflow while focusing on real estate -- especially short-term rental businesses -- so they can thrive financially now and into the future.
Heralded as the most advanced and comprehensive short-term rental training program in the industry, Cashflow Diary enjoys creating content and communities that are solely focused on developing individuals into powerful business owners.
Founded by J. Massey, Cashflow Diary exists to create entrepreneurs. No matter your passion, he believes that running a business will change your life, and the way you live in retirement.