Mastering Airbnb: The Data-Driven Formula Behind Real Estate Success, With Kenny Bedwell
Massive Passive Cash Flow Podcast
Release Date: 11/05/2025
How to Build Cash Flow Fast for Real Estate Investors Using Subject-To Deals, with Chris Prefontaine
Massive Passive Cash Flow Podcast
In this episode of the Massive Passive Cashflow Podcast, I sit down with Chris Prefontaine - creative financing expert, bestselling author, and founder of Smart Real Estate Coach. With 34+ years of hands-on investing experience, Chris shares how he rebuilt his real estate business after the 2008 crash by shifting to buying on terms—a strategy that allows investors to acquire properties without using their own cash, credit, or personally signing on bank loans. Chris breaks down why subject-to deals, 0% owner financing, and free-and-clear properties remain some of the most powerful tools for...
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How to Find Profitable Real Estate Markets Using Data for Multifamily Investors, with Neal Bawa
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In this episode of the Massive Passive Cashflow Podcast, I sit down with Neal Bawa—renowned data scientist, multifamily investor, and founder of GroCapitus, Mission 10K, and Multifamily University. Known as the “Mad Scientist of Multifamily,” Neil has helped thousands of investors harness the power of data analytics to identify the most profitable real estate markets across the U.S. Neal shares how he transitioned from running a successful tech company to building a multimillion-dollar multifamily portfolio using his proprietary data-driven system called Location Magic. This method...
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Mastering Airbnb: The Data-Driven Formula Behind Real Estate Success, With Kenny Bedwell
Massive Passive Cash Flow Podcast
In this episode of the Massive Passive Cashflow Podcast, I sit down with Kenny Bedwell—seasoned real estate investor, Airbnb expert, and founder of STR Insights. With over eight years of experience in short-term rental investing, market analysis, and deal structuring, Kenny has helped more than 300 high-income professionals identify and acquire profitable Airbnb properties that generate consistent passive income and long-term wealth. Kenny shares how he transitioned from his role as a data analyst in Citibank’s Equities Market to building a multimillion-dollar real estate portfolio of...
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Distressed Deals, Passive Cash Flow, & Brokerage Success, with Justin Hoffman
Massive Passive Cash Flow Podcast
Episode 360: Distressed Deals, Passive Cash Flow, & Brokerage Success, with Justin Hoffman In this episode of the Massive Passive Cashflow Podcast, I sit down with real estate investor, broker, and team leader Justin Hoffman, founder of Team Hoffman in Milwaukee, to explore how a childhood lesson in property investing turned into a thriving multi-pillar real estate business. From buying and flipping distressed properties to managing a 4,500+ transaction brokerage and property management firm, Justin reveals how to build lasting wealth through cash flow, equity growth, and...
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om Single-Family to “Forever Cashflow”: Mobile Home Park Strategy, Stability & Tax-Advantaged Returns with Jack Martin
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In this episode of the Massive Passive Cashflow Podcast, I sit down with investor and operator Jack Martin, Co-Founder & Chief Investment Officer of 52TEN, to break down why mobile home parks (MHPs) can be the most stable cash-flowing real estate when structured as tenant-owned homes (TOH) on leased land. From renovating SFRs and scaling multifamily to building an institutional-grade MHP platform, Jack explains the playbook: buy quality assets, stabilize, return capital, then keep the long-term coupon—with powerful bonus depreciation along the way. An Army veteran turned entrepreneur,...
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From Corporate to Cash Flow: Real Estate Investing, Passive Income & Fund Strategies with Tom Dunkel
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In this episode of the Massive Passive Cashflow Podcast, I sit down with real estate investor and serial entrepreneur Tom Dunkel to unpack nearly 30 years of hard-won lessons in building wealth through strategic investing. From his early days in aerospace mergers and acquisitions to building a $63M distressed mortgage debt business, Tom shares how he transitioned from corporate finance to financial freedom—using real estate as the vehicle. As the Managing Director of Eagle Capital Investments, Tom has raised over $50 million across four asset classes and helped investors gain access to...
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Episode 357: Real Estate Lessons from a Street Dog: Industrial Deals, Retail Strategy & Resilience, with Luis Belmonte
Massive Passive Cash Flow Podcast
Luis Belmonte is a founding partner of Seven Hills Properties and one of the original executives behind AMB Property Corporation, now known as Prologis—the world’s largest industrial REIT. Over his expansive career, Luis has developed more than 18 million square feet of warehouse space across the U.S., Mexico, Japan, and Singapore. A Navy veteran, industry thought leader, and author of several real estate books, Luis brings a unique blend of grit, global experience, and wisdom that only decades in the trenches can produce. In this episode of the Massive Passive Cashflow Podcast,...
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The Lazy Investor Method: Build Passive Income & Financial Freedom with Real Estate, with Melissa Nash
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In her 40s, Melissa lost her multi-million-dollar business and hit financial rock bottom. She took a corporate job she hated just to stay afloat, all while raising four kids and feeling stuck in a cycle of bills, burnout, and no clear way out. But Melissa rebuilt her wealth one property at a time and now manages a $5M+ real estate portfolio—all while living a life filled with purpose, time, and flexibility. More importantly, she’s helped 1,000+ investors do the same, with her community now owning over $600 million in real estate. She’s the perfect guest to talk about building a second...
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Episode 355: Real Estate Success Habits from a Top Realtor: Investing & Growth Strategies, with Justin Udy
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Justin Udy is a full-time, professional real estate agent and investor based in Salt Lake City, Utah, where he leads Justin Udy & Team, a high-performing group specializing in residential, luxury, commercial, and investment properties. With a track record of industry recognition, Justin has consistently ranked among the top real estate professionals worldwide. In 2021, his team was named the #6 Top Producing Small Team Globally for Century 21 International, and in 2017, he was recognized in the Top 250 Realtors in the Nation by the Wall Street Journal. Over the years, Justin has earned...
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Maximize Real Estate Tax Savings with Cost Segregation and Bonus Depreciation, with Gian Pazzia
Massive Passive Cash Flow Podcast
Gian Pazzia is the Chairman & Chief Strategy Officer at KBKG, where he oversees all strategic initiatives for one of the nation’s leading specialty tax firms. With over 25 years of experience in the cost segregation industry, Gian is a recognized authority in his field and a former President of the American Society of Cost Segregation Professionals (ASCSP). During his tenure, he spearheaded the publication of the first technical standards for cost segregation reports and worked closely with the IRS on audit techniques, repair regulations, and landmark tax cases. As one of the first...
info_outlineIn this episode of the Massive Passive Cashflow Podcast, I sit down with Kenny Bedwell—seasoned real estate investor, Airbnb expert, and founder of STR Insights. With over eight years of experience in short-term rental investing, market analysis, and deal structuring, Kenny has helped more than 300 high-income professionals identify and acquire profitable Airbnb properties that generate consistent passive income and long-term wealth.
Kenny shares how he transitioned from his role as a data analyst in Citibank’s Equities Market to building a multimillion-dollar real estate portfolio of short-term rental properties across the U.S. His data-driven investing strategies led to the creation of STR Insights—a powerful (and free) Airbnb investment analysis tool that helps real estate investors find the best cash-flowing markets and properties nationwide.
We discuss how Kenny turned a simple house hack duplex into a six-figure vacation rental, how to analyze STR markets using hard data, and what separates top-performing Airbnbs from underperforming listings in saturated markets. You’ll also learn how to define your ideal guest avatar, theme your rental for maximum appeal, and scale your short-term rental business like a pro. Whether you're looking to get started with Airbnb investing or grow your existing portfolio, this episode is packed with real-world insights to help you succeed.
What You Will Learn:
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How Kenny left corporate life and built an STR empire using data, design, and diversification
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Why “average” properties fail—and what separates the top 10% STRs from the rest
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House hacking to hotel ownership: the evolution of a short-term rental investor
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STR Insights: Kenny’s free deal analyzer and how to use it to find cash-flow winners
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The secret to theming properties around your ideal guest (and why it boosts occupancy)
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Why major metro “drive-to” destinations offer the best returns in vacation rental investing
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Common underwriting mistakes investors make—and how to avoid overleveraging
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Real examples: $250K Buffalo duplex to $140K/yr Finger Lakes BnB to bourbon-themed STR resorts
Links & Resources:
Youtube: https://www.youtube.com/@strinsights7414
Instagram: https://www.instagram.com/kenny_bedwell/
Website: https://www.strinsights.com/
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