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Cashflow Diary™

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Rating
★★★★★
4.8
from
200 reviews
This podcast has
701 episodes
Language
English
Publisher
J. Massey
Explicit
No
Date created
2013/03/19
Latest episode
2026/10/23
Average duration
12 min.
Release period
94 days

Description

J. Massey, real estate investor, entrepreneur, sales coach, instructor, master facilitator of Robert Kiyosaki’s CASHFLOW™ 101 games and creator of Cashflow™ Diary, offers free training courses for new and experienced investors. Break through the clutter of learning real estate and business investing and become a successful entrepreneur. Listen to beneficial strategies to improve your skills in prospecting, placing offers, closing deals, buying, selling, wholesaling, fix & Flips, rehabs and much more. By way of Cashflow™ Diary, J. Massey basically gives away current industry strategies by simply teaching what he does daily as a real estate practitioner. Start Learning For Free Today.

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69 Days Left: Decide, or Let Time Decide for You
2026/10/23
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 this way in his Cashflow Foundation course back in 2013. We don't like making decisions, so we let time make them for us, and time will make decisions for you when you fail to take control of it. This episode covers why we wait (the pain gap between where you are and what you want), why staying started is harder than getting started, and what deciding looks like inside a rental business. What you'll learn: How a default becomes a decision, and why next October looks like this one if you never touch the settings The pain gap: wait for your reality to decline, or purposely increase your dream Three questions to write in the first person before you start A result-based work day, and how it applies to numbers and conversations in a rental business A 10-minute homework: one thing by December 31, the next step, and your daily result Timestamps: 00:00 69 days left in the year 00:55 Let time decide, or decide yourself 01:56 The pain gap: why we wait 03:04 Three questions to write down 03:55 Getting started vs. staying started 04:56 Defaults in a rental business 06:15 Your 10-minute homework: the next step 07:13 Diagnostic call and sign-off 08:04 AI voice note Want a second set of eyes on your situation and your numbers? Book your complimentary one-on-one diagnostic call: go.cashflowdiary.com/ep701-call Not ready for a call? Get the free Cashflow Diary newsletter: go.cashflowdiary.com/ep701-subscribe Sources: J. Massey's own teaching, Cashflow Foundation course (2013: "now o'clock," letting time make decisions, the pain gap, the three questions, the result-based work day), STR challenge and procrastination trainings (2022). Jim Rohn quote: "Don't wish it were easier. Wish you were better." If this helped, rate the show on Apple Podcasts or Spotify. Narrated with J. Massey's licensed AI voice, built from his own recordings. Educational content, not financial advice. Results not typical; client details changed. (00:00) - 69 days left in the year (00:54) - Let time decide, or decide yourself (01:55) - The pain gap: why we wait (03:04) - Three questions to write down (03:54) - Getting started vs. staying started (04:55) - Defaults in a rental business (06:15) - Your 10-minute homework: the next step (07:12) - Diagnostic call and sign-off (08:04) - AI voice note
Job Security: Why One Paycheck Is a Single Point of Failure
2026/10/20
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 years. If your job was gone tomorrow, what would happen? If the answer is "everything stops," you are running your household on a single point of failure. This episode looks at that idea in two places. First at home, where a backup plan and a fail-safe are different things. Then inside a rental business, where it's easy to escape one single point of failure and build five new ones. What you'll learn: The difference between a backup plan (you start it after the break) and a fail-safe (it's already running) Streams of income vs. piles of cash, and why savings alone is a backup plan Five single points of failure in a rental business: booking sources, cleaners, repairs, what lives in your head, and guest types A 30-minute single-point-of-failure audit you can do with one sheet of paper Timestamps: 00:00 1.6 million layoffs in one month 01:02 Backup plan vs. fail-safe 02:00 Streams of income vs. piles of cash 02:57 Why this is personal for me 03:55 Rental weak spots 1-2: booking sources and cleaners 05:10 Rental weak spots 3-5: repairs, notes, guest types 06:22 Your 30-minute single-point-of-failure audit 07:19 Diagnostic call and sign-off 08:00 AI voice note Want a second set of eyes on your setup and your numbers? Book your complimentary one-on-one diagnostic call: go.cashflowdiary.com/ep700-call Not ready for a call? Get the free Cashflow Diary newsletter: go.cashflowdiary.com/ep700-subscribe Source: U.S. Bureau of Labor Statistics, Job Openings and Labor Turnover Survey, August 2026 (released September 29, 2026): layoffs and discharges 1.6 million, rate 1.0 percent. If this helped, rate the show on Apple Podcasts or Spotify. Narrated with J. Massey's licensed AI voice, built from his own recordings. Educational content, not financial advice. Results not typical; client details changed. (00:00) - 1.6 million layoffs in one month (01:02) - Backup plan vs. fail-safe (02:00) - Streams of income vs. piles of cash (02:57) - Why this is personal for me (03:55) - Rental weak spots 1-2: booking sources and cleaners (05:10) - Rental weak spots 3-5: repairs, notes, guest types (06:21) - Your 30-minute single-point-of-failure audit (07:19) - Diagnostic call and sign-off (07:59) - AI voice note
Airbnb Minimum Stay: The Setting That Turns Guests Away While You Sleep
2026/10/15
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 cost nothing to fix. What you'll learn: How a minimum-night rule turns guests away without telling you Why your booking rules are a sales team you never interviewed How an offer you can deliver, but never showed, costs you bookings The four things a sellable offer needs, in order: photos, a defined experience, a price, delivery confidence How to build your photographer's shot list from guest questions A two-hour lost-inquiry audit you can run this week Timestamps: 00:00 Sixteen lost inquiries, two reasons 00:51 Reason one: a rule we made up 01:34 Your booking rules are a sales team 01:59 Reason two: an offer we never showed 02:45 Your inquiry log is your product roadmap 03:47 Shot lists and good-enough photos 04:34 Your two-hour lost-inquiry audit 05:51 Diagnostic call and sign-off 06:30 AI voice note Want a second set of eyes on your listing and your numbers? Book your complimentary one-on-one diagnostic call: cashflowdiary.com/diagnostic Resources: Get the Cashflow Diary newsletter: newsletter.cashflowdiary.com Notes, transcript and video for this episode: cashflowdiary.com/podcast/how-to-get-more-airbnb-bookings-read-your-lost-inquiries All episodes: cashflowdiary.com/podcast If this helped, rate the show on Apple Podcasts or Spotify. Narrated with J. Massey's licensed AI voice, built from his own recordings. Educational content, not financial advice. Results not typical; client details changed. (00:00) - Sixteen lost inquiries, two reasons (00:51) - Reason one: a rule we made up (01:34) - Your booking rules are a sales team (01:59) - Reason two: an offer we never showed (02:45) - Your inquiry log is your product roadmap (03:47) - Shot lists and good-enough photos (04:34) - Your two-hour lost-inquiry audit (05:51) - Diagnostic call and sign-off (06:30) - AI voice note
Is Airbnb Profitable? The $800-Per-Bedroom Test
2026/10/14
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 experienced short-term rental owners who were making money for everyone but themselves. He shows exactly where the money was leaking. What you'll learn: Following one $115 booking through the fee chain Why property management is not hospitality management The four levers: leads × conversion × frequency × margin The $800-per-bedroom-per-month benchmark Three habits that cap experienced hosts: pricing below your own pricing tool, one-platform dependence, and giving away what guests would pay for Two tests to run on your numbers tonight Timestamps: 00:04 Making money for everyone but yourself 00:58 Case one: six years, zero profit 02:23 Property management is not hospitality management 03:26 The four levers: leads, conversion, frequency, margin 05:12 Case two: nine bedrooms, same pattern 05:36 The $800-per-bedroom benchmark 06:14 Three habits that cap experienced hosts 08:12 Every habit is a margin problem 08:46 Your two tests for tonight 09:48 Complimentary diagnostic call Want a second set of eyes on your numbers? Book your complimentary one-on-one diagnostic call: cashflowdiary.com/diagnostic Resources: Get the Cashflow Diary newsletter: newsletter.cashflowdiary.com All episodes: cashflowdiary.com/podcast Narrated with J. Massey's own licensed AI voice clone, from J.'s real client conversations and notes. Educational content, not financial advice. Results not typical; client details changed. (00:00) - Intro (00:04) - Making money for everyone but yourself (00:58) - Case one: six years, zero profit (02:23) - Property management is not hospitality management (03:26) - The four levers: leads, conversion, frequency, margin (05:12) - Case two: nine bedrooms, same pattern (05:36) - The $800-per-bedroom benchmark (06:14) - Three habits that cap experienced hosts (08:12) - Every habit is a margin problem (08:46) - Your two tests for tonight (09:48) - Complimentary diagnostic call (10:13) - About this episode's voice
Rental Property Cash Flow Calculator: How to Calculate It Before You Buy
2026/04/20
AI disclosure: This episode is narrated by an AI-generated voice. Most investors calculate rental property cash flow wrong — and they don't find out until they own the property. The mistake isn't arithmetic. It's leaving out entire expense categories. In this episode, J. Massey walks through the complete formula he actually uses to analyze deals — every line item, with real numbers, in the order they matter. In This Episode: Why the "$2,000 rent minus $1,200 mortgage = $800 cash flow" math is almost always wrong The 8-line formula every rental property analysis needs How to calculate vacancy allowance, property management, taxes, insurance, repairs, and CapEx reserve What honest net cash flow looks like on a mid-market deal Why knowing the real numbers before you buy protects you through market corrections Key Takeaway: Cash flow is what keeps you solvent short-term. Run all 8 line items every time — even when it makes the deal look worse on paper. Get the full calculator walkthrough at cashflowdiary.com. Full Transcript: What's up, what's up, what's up — welcome back to the CashFlow Diary podcast. I'm J. Massey, and today we're talking about something that trips up almost every new investor I meet. Cash flow. More specifically — how to actually calculate it. Because here's what I see all the time: an investor brings me a deal, they're excited, the property cash flows five hundred dollars a month. And I sit down, I start asking questions, and five minutes later — we're at eighty dollars. Sometimes we're negative. And the investors are always surprised. They're not making arithmetic mistakes. They're leaving out entire expense categories. Categories that are absolutely going to show up once they own the property. The math doesn't lie. But incomplete math will. So today I'm walking you through the rental property cash flow calculator formula I actually use. Every line item. Real numbers. In the order they matter. Stay with me. Let's start with the basics. What is cash flow, really? Cash flow is what's left after every legitimate expense — and your mortgage payment — come out of your rent. Not appreciation. Not loan paydown. Not paper gains. Cash — the money that hits your bank account every month. This distinction matters more than people realize. A property can make money over ten years through appreciation while bleeding you three hundred dollars a month the entire time. Cash flow is what keeps you solvent in the short term. It's the difference between an investment that funds your life and one that slowly drains it. Now — the formula. Let's go line by line. Step one. Gross Rental Income. This is the full rent at one hundred percent occupancy. For a long-term rental, it's your monthly lease rate. Simple. Step two. Vacancy Allowance. Eight to ten percent, every time. No property stays fully occupied every month of every year. Tenant turnover happens. Lease-up periods happen. Slower months happen. Remove vacancy from your analysis to make the numbers look better, and you're just setting yourself up for a number that was always going to happen. Your Gross Effective Income equals your Gross Rental Income multiplied by ninety to ninety-two percent. That's your starting point for all expenses. Step three. Operating Expenses. This is where most deals collapse on paper — and this is where you have to be honest with yourself. Here's what goes in operating expenses: Property management — eight to twelve percent of gross rents. Even if you self-manage today, you need to model this. Property taxes — pull the actual number from the county assessor's office. Don't estimate. Insurance — landlord insurance for a single-family home typically runs twelve hundred to twenty-four hundred dollars per year. Repairs and maintenance — budget one percent of property value per year. Capital expenditures. CapEx. This is the one most investors skip. Roof. HVAC. Water heater. Appliances. Everything in that house is going to break eventually. Budget five to ten percent of gross rent per month into a reserve account. Not spending it — reserving it. Because the day your HVAC goes, you will be glad you did. Add all of that up and on a typical mid-market property you're looking at thirty-five to fifty percent of your gross rental income. Before you touch the mortgage. Step four. Debt Service. Principal and interest on your mortgage. This is not optional. Net cash flow equals Gross Effective Income minus total operating expenses minus debt service. On a property renting for two thousand dollars a month with a twelve hundred dollar mortgage payment — after you run the real numbers — honest net cash flow is somewhere between one hundred and three hundred fifty dollars per month on a well-analyzed deal. If you overpaid, it's negative. That's the deal. Here's why I'm sharing this with you today. Not to discourage you. Not to make real estate look hard. But because the investors who survive and scale are the ones who see deals clearly. When you know the real numbers before you buy, you can negotiate better. You can walk away from bad deals without regret. You can hold your properties through market corrections because you're not bleeding cash every month. The formula isn't complicated. What's hard is being disciplined enough to fill in every line, every time, even when it makes a deal look worse. I put together a full walkthrough of this formula — with real numbers and a real deal scenario — at cashflowdiary.com. The link is in the show notes. If this episode helped you think differently about how you analyze deals, I'd really appreciate a five-star review. It takes thirty seconds and it helps more investors find this show. Subscribe if you're not already — we drop new episodes every week. I'm J. Massey. Let's go build cash flow.
FIFA Just Canceled 70% of Its World Cup Hotel Blocks — Here's What That Actually Means
2026/04/12
AI disclosure: This episode is narrated by an AI-generated voice. FIFA Just Canceled 70% of Its World Cup Hotel Blocks — Here's What That Actually Means You probably saw the headline and thought the World Cup was in trouble. "FIFA cancels thousands of hotel rooms across World Cup host cities." It sounds like a disaster. But if you're an STR operator, that headline is one of the best signals you'll see all year. In this episode, J. breaks down exactly what happened, introduces you to a hotel industry concept called "The Wash," and shows you how to position your short-term rental business to capture the massive demand coming this summer. What You'll Learn What FIFA actually did — and why it's not bad news The hotel industry concept of "The Wash" and why it happens at every mega-event Why this wash is bigger than normal (first 48-team World Cup, 16 cities, 3 countries) The STR earnings opportunity: $156M projected host earnings, $1.21B in direct spending "Last man standing" pricing strategy — why patience beats early discounting 4 specific action steps to position your STR business for World Cup demand Key Numbers Vancouver: ~15,000 nightly bookings released (70-80% of original block) NYC hotel average: $583/night for World Cup dates Airbnb projecting 2.7 million guest nights Average host earnings: $3,000-$5,200 over tournament period Dallas leads: 9 matches, 307,000 projected Airbnb guest nights Sources Full article on CashFlowDiary.com 6ABC Philadelphia — FIFA Releases 2,000 Hotel Rooms WSB-TV Atlanta — FIFA Cancels Hotel Room Blocks Travel Weekly — World Cup Room Cancellations AirROI — World Cup Host Earnings Projections Subscribe to the CashFlowDiary newsletter: newsletter.cashflowdiary.com/welcome
The Real STR Playbook for 2026
2026/04/11
AI disclosure: This episode is narrated by an AI-generated voice. Three states just passed pro-short-term-rental laws while everyone else cracks down. In this episode, J. Massey breaks down the three biggest shifts in the STR landscape right now — platform dependency, the experience-first framework, and the regulation opportunity — plus what you need to do about each one. In This Episode Why single points of failure will kill your STR businessThe 35% OTA rule: how to reduce platform dependencyExperience-first framework: start with WHO you serve, not WHEREIndiana (HEA 1210), Idaho (HB 583), and Pennsylvania (HB 2303) — what these pro-STR laws mean for investorsThe supply signal: why Airbnb's $750 host incentive tells you everythingDocumentation → SOP → Automation → AI: the operator progressionSubscribe to the newsletter: newsletter.cashflowdiary.com/welcome
The Master Prompt That Changed Everything: AI, STRs, and Overcoming My Communication Block
2025/05/02
AI disclosure: This episode is narrated by an AI-generated voice. Discover the personal and professional journey behind the launch of Cashflow Diary Direct, a new newsletter designed to deliver bite-sized, actionable short-term rental (STR) strategies and AI tools directly to your inbox. Discover the "master prompt" that not only revolutionized his business operations but also enabled him to overcome personal communication challenges, helping him build in public and democratize wealth-building in the STR space. Learn how this new approach offers scalable value through free and premium tiers and integrates with the broader Cashflow Diary ecosystem. Key Takeaways: The Core Problem Being Solved: Traditional STR education, like year-long courses or one-on-one situations, can be prohibitively expensive and time-consuming, making it difficult to help a large number of individuals consistently and directly. The goal is to lower the barrier to entry and create a more sustainable way to provide valuable, actionable content.Introducing Cashflow Diary Direct: This new newsletter, hosted on Substack, serves as a direct line of communication, delivering insights, tools, and systems in smaller, implementable pieces.The Power of the "Master Prompt": A specific meta prompt for AI is a central piece of content being shared. This prompt significantly reduces the cognitive load associated with figuring out how to interact with AI tools, making it easier to create specific prompts for various needs.Overcoming Personal Challenges with AI: The master prompt and AI, in general, have been instrumental in enabling the host to overcome personal challenges, such as those related to ADD and autism, particularly concerning consistent communication like writing emails or analyzing data.Actionable AI Applications for STRs: The newsletter provides tangible examples of how the master prompt and other AI tools can be applied across the six areas of an STR business (referencing the book Traction). This includes guest communication, market analysis, listing optimization, investor relations, team management, and financial reviews.Real-World Success Stories: The master prompt has already yielded results, as evidenced by a recent example where it helped an operator analyze 320 top listings to improve their search ranking from page 7.Building in Public: The launch and ongoing development of Cashflow Diary Direct will happen publicly, allowing the audience to see the process, provide feedback, and feel more connected to the journey.Tiered Value & Ecosystem Integration: The newsletter operates on a free and paid tier system, providing basic tools and insights for free subscribers while offering comprehensive systems, the full template library, community access, and live Q&A for paid members. This is designed as a path to a year-long membership and integrates with other Cashflow Diary offerings like courses and events.Topics Discussed: The personal motivation behind starting Cashflow Diary DirectThe limitations of past educational modelsThe decision to use a newsletter format, specifically on SubstackDefining the core topic and content pillars of the newsletterThe importance of a direct connection with the audience and gathering feedbackThe two-tier structure: Free vs. Paid (Premium, VIP, Founding Member)Leveraging existing content (podcast, articles) for the newsletterThe frequency of the newsletter (twice weekly: Monday & Thursday)The concept and origin of the "Master Prompt" (Meta Prompt)How the master prompt helps reduce cognitive load and facilitates communicationExamples of using the master prompt for various STR business functionsThe premium AI-powered Market Analysis system, including the Three Circles of Market Validation and the Market Scoring SystemThe recent success story of improving search ranking using AI for listing analysisThe "building in public" strategy and its benefitsThe commitment to providing actionable, tangible, and measurable outcomesThe personal story involving a makeshift "office," Celsius, Chick-fil-A, and a "PhD (Public High School Diploma)"The vision for the newsletter as part of a larger ecosystem leading to year-long membership and other offeringsThe lifestyle goals supported by this scalable model (location independence, limited live obligations)The different membership tiers and their specific benefitsResources Mentioned: Cashflow Diary Direct Newsletter: https://cashflowdiary.com/welcomeThe Master Prompt: The specific AI meta prompt discussed in the episodeTraction by Gino Wickman: A book referenced for the six areas of businessAI-Powered Market Analysis Guide: A premium resource shared with paid subscribers, derived using the master promptKit.com: Mentioned as a platform used for email broadcasts and product setupSubstack: The platform hosting the Cashflow Diary Direct newsletterConnect with J. Massey: Subscribe to the Cashflow Diary Podcast for more STR insights: https://podcast.cashflowdiary.com/Check out the Cashflow Diary Direct Newsletter to get actionable STR strategies and AI tools delivered twice weekly: https://cashflowdiary.com/welcomeSubscribe to the Cashflow Diary Podcast wherever you get your podcasts and never miss an episode packed with real-world strategies and insights to help you build wealth through short-term rentals!
Mastering Deal Structure: Using the Profit Analysis Quadrant (PAQ) and AI to Secure Funding
2025/04/09
AI disclosure: This episode is narrated by an AI-generated voice. EPISODE OVERVIEW:Building on previous discussions about AI in real estate, this episode focuses on the critical skill of structuring deals that secure funding. J. Massey introduces his proprietary Profit Analysis Quadrant (PAQ) system and demonstrates how to match investment opportunities with investor needs. KEY CONCEPTS COVERED: 1. Investor Identity Analysis- Understanding individual investor "puzzles"- Distinguishing between "Nordstrom" and "Walmart" investors- The importance of becoming a "professional information gatherer" (PIG) 2. The Profit Analysis Quadrant (PAQ)- Appreciation: Long-term value growth- Depreciation: Tax advantages- Amortization: Equity building through debt reduction- Cash Flow: Regular income generation 3. Essential Investor Interview Questions:- Past investment experiences- Financial goals and timeline- Risk tolerance assessment- Investment motivations- Current investment concerns 4. Deal Structuring Principles:- Clarity and transparency- Alignment with investor identity- Flexibility and customization- Matching structure to investor needs 5. AI Implementation in Deal Presentation:- AI-powered pitch deck creation- Financial modeling capabilities- Visual representation tools- Personalization strategies FEATURED CASE STUDY:Detailed example of structuring a deal for a retiree seeking steady income, demonstrating how understanding investor identity led to successful funding. ACTIONABLE TAKEAWAYS:1. Focus on conversations, not pitches2. Use the 70/30 listening rule3. Implement the "Really? Why?" technique4. Regularly reassess your own investor identity5. Align deal structure with investor goals
AI Revolution: Transforming Your Real Estate Business from Top to Bottom
2025/03/21
AI disclosure: This episode is narrated by an AI-generated voice. J. Massey dives deep into how artificial intelligence is transforming real estate operations, particularly for short-term rental businesses. Building on last episode's strategies for finding investors, J. reveals how AI can optimize everything from property management to guest communications and investor relations. Learn how these powerful tools can help you execute with greater precision and scale your business more effectively than ever before. Topics Covered Choosing the right AI tools for different business functionsUsing AI for market research and property managementImplementing agile methodology with AI assistanceCreating personalized guest communications at scaleStreamlining corporate bookings with predictive analysisMaintaining investor relationships with targeted follow-up sequencesOptimizing all business communications for maximum impactResources Mentioned AI Tools Perplexity AI: Research tool for market trends, guest preferences, and competitor analysisClaude AI: Strategic planning, coding assistance, and data visualizationFree Downloads 5-Minute Investor Finder Guide: Download at begininvestingnow.comStay Connected Cashflow Diary Newsletter: Sign up at podcast.cashflowdiary.comNext Episode: AI-Powered Deal Structuring and PresentationConnect With J. Massey Website: cashflowdiary.comInstagram: @cashflowdiaryFacebook: Cashflow DiaryYouTube: Cashflow DiarySupport The Show If you enjoyed this episode, please subscribe, share with a friend, and leave a rating and review on your favorite podcast platform.
AI's Role in Transforming Real Estate Investing
2025/03/14
AI disclosure: This episode is narrated by an AI-generated voice. Welcome to Season 3 of Cashflow Diary!  After an enlightening break, J. Massey returns with a revolutionary approach to finding investors. In this episode, J. shares his personal discovery of how AI can transform your ability to identify and connect with potential investors – even if they're already in your network. You'll learn the exact "5-Minute Investor Finder" system, understand how to craft perfect approach messages, and see why the maturing short-term rental market makes these tools more valuable than ever. Whether you think you know no investors or you're already raising capital, this episode will change how you build your real estate business. Download the free implementation guide at begininvestingnow.com and start finding investors today.
Breaking Through Habits And Mindsets Holding You Back
2023/04/07
On today's episode of Cash Flow Diary, J. Massey explores the habits and mindsets that are holding you back from scaling up and growing your short term rental empire. Despite a hunger for knowledge and self-improvement, many individuals find themselves stuck in unproductive routines that hinder their progress. J offers actionable advice for breaking free from these patterns and shifting your mindset towards growth and success. Also in this episode:  Suffering leads to perseverance The problem with qualified retirement accounts The importance of believing that wealth is for everyone A sequence of events that can destroy your liquidity Jay Massey is a full-time Real Estate Investor, Entrepreneur, Popular Podcast Host, Author, Speaker, Coach & All-Around Problem Solver. Cashflow Diary is a short-term rental hospitality training company. We show people how to build their own short-term rental business (without needing to buy or own any property) so they can thrive financially. Heralded as the most advanced short-term rental training 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 short-term rental entrepreneurs. No matter your passion, he believes that running a hospitality business will change people’s lives…  Cashflow Diary is here to share all of it with you.
How Short Term Rental Industry Can Help Anyone Generate Wealth
2023/04/04
On today's episode of Cash Flow Diary, J. Massey hosts a Q+A session about how working with the short term rental industry can help anyone generate the wealth they seek.  During this Q+A session with clients, J answers a wide range of questions from clients and provides answers and strategies they can use to help them start building their own short term rental empire. Also in this episode: How do you leverage what you already have Using referral codes for Uber and Lyft to make your rental stand out The rule of adverse selection The difference between an Airbnb and a bed and breakfast About Cashflow Diary™  Jay Massey is a full-time Real Estate Investor, Entrepreneur, Popular Podcast Host, Author, Speaker, Coach & All-Around Problem Solver. Cashflow Diary is a short-term rental hospitality training company. We show people how to build their own short-term rental business (without needing to buy or own any property) so they can thrive financially. Heralded as the most advanced short-term rental training 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 short-term rental entrepreneurs. No matter your passion, he believes that running a hospitality business will change people’s lives…  Cashflow Diary is here to share all of it with you.
The First Step To Building Your Short Term Rental Empire
2023/03/31
On today's episode of Cash Flow Diary, J. Massey hosts a Q+A session with coaching clients about the first steps needed to build your short term rental empire. There are a lot of steps involved when it comes to building your short term rental empire. During Q+A calls with coaching clients, J shares the importance of changing your mindset and how it will have an astronomical impact on your business over time. Also in this episode: You don't rise to the level of your goals; you fall to the level of your systems How habits are the compound interest of self-improvement The importance of tracking your sleep and water intake Habits are the compound interest of self improvement, the effects of your habits multiply as you repeat them.  About Cashflow Diary™  Jay Massey is a full-time Real Estate Investor, Entrepreneur, Popular Podcast Host, Author, Speaker, Coach & All-Around Problem Solver. Cashflow Diary is a short-term rental hospitality training company. We show people how to build their own short-term rental business (without needing to buy or own any property) so they can thrive financially. Heralded as the most advanced short-term rental training 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 short-term rental entrepreneurs. No matter your passion, he believes that running a hospitality business will change people’s lives…  Cashflow Diary is here to share all of it with you.
The Best Storage Solutions For Your Gold And Silver Investments
2023/03/28
On today's episode of Cash Flow Diary, J. Massey hosts a Q+A session with coaching clients about storage solutions for their gold and Silver. When it comes to storage for gold and silver J Massey has heard it all. J speaks with a group of coaching clients and provides advice on safely storing your gold and Silver without burying them in the backyard. Also in this episode: The reason why coin shops often next to gun shops Why is Silver counterfeited less than gold  Even Benjamin Franklin kept some of his assets across seven countries. Gold and Silver are not always insurable  About Cashflow Diary™  Jay Massey is a full-time Real Estate Investor, Entrepreneur, Popular Podcast Host, Author, Speaker, Coach & All-Around Problem Solver. Cashflow Diary is a short-term rental hospitality training company. We show people how to build their own short-term rental business (without needing to buy or own any property) so they can thrive financially. Heralded as the most advanced short-term rental training 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 short-term rental entrepreneurs. No matter your passion, he believes that running a hospitality business will change people’s lives…  Cashflow Diary is here to share all of it with you.

Podcast reviews

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4.8 out of 5
200 reviews
★★★★★
Dnyelmrie 2024/01/18
Super valuable for anyone who wants to grow their STR business
This is a must listen for anyone who wants to master the short term rental game!
★★★★★
Bradchandlerlove73 2023/04/13
Great Podcast!!!
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...
★★★★★
AZas123 2023/03/31
Business partner or not?!
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 mid...
★★★★★
Greg - BluSky Equity 2022/12/20
Awesome real estate podcast!
This podcast is very informative and full of valuable information on how to be financially independent. Must listen!
★★★★★
malfoxley 2021/10/14
Great show!
J., host of theCashflow Diary podcast, highlights all aspects of investing and more in this can’t miss podcast! The host and expert guests offer insi...
★★★★★
MATT@CYB 2021/09/07
Amazing Content!
J is truly an inpirational and educated man! He dives deep into the life of an entreprenuer and dsicusses how handling finances in the business realm ...
★★★★★
S H Elliott 2021/07/09
So insightful!
So motivational, great guests and very relatable topics especially for aspiring entrepreneurs. and investors.
★★★★★
Marisa J2 2020/09/15
Can't wait for more episodes!
J. Masey is an awesome host! This podcast is a must listen if you want to learn more about investing.
★★★★★
Grusha - ElitePodcastBookings 2020/07/07
Eye-Opening Content!
Can't wait for your next shows! Kudos! ~ Elite Podcast Bookings
★★★★★
Immigrant Investor 2020/04/03
Straight Fuego 🔥
Loyal Listener here. I’ve been a fan of J. Massey for almost 2 years now, since I discovered his podcast. And, he has been my mentor from afar. He eve...
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