Living Off Rentals
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Podcast episodes for first-time rental investors

Start here if you don't own a rental yet. Guests walk through their first property, the money it took and the mistakes that cost them.

69 episodes, newest first

  1. #349How to Get Double the Income from a Property by Renting Rooms IndividuallyRyan Chaw · Oct 21, 2026 · 32 minJoining us on this episode of Living Off Rentals is someone who found a profitable niche right next to college campuses. Ryan Chaw is a real estate investor who
  2. #348Going From 13 Deployments to Never Missing a Family Dinner Through Real EstateKeith Gillispie · Oct 14, 2026 · 42 minJoining us on this episode of Living Off Rentals is someone who went from missing his kids' childhood overseas as an active-duty Marine to building a real estat
  3. #347How to Find Off-Market Real Estate DealsBryan Driscoll · Oct 7, 2026 · 50 minJoining us on this episode of Living Off Rentals is Bryan Driscoll, owner of Motivated Leads, a company that helps real estate investors connect with motivated
  4. #345How to Organize a Real Estate Portfolio and All Your Tools Into One SystemDustin Heiner · Sep 23, 2026 · 45 minJoining us in this episode of Living Off Rentals is Dustin Heiner, a real estate investor behind several podcasts, including Master Passive Income, and the man
  5. #341Overcoming the Fear of Raising Private Money as a New InvestorAmy Mahjoory · Aug 26, 2026 · 47 minJoining us on this episode of Living Off Rentals is a real estate investor and private-money expert who has taught hundreds of investors how to raise millions o
  6. #334How Grit, Trial and Error, and the Midwest Beat the Vacation Rental HypeYiwei Cheng · Jul 8, 2026 · 57 minJoining us in this episode of Living Off Rentals is Yiwei Cheng, a short-term rental investor and the founder of Pink Cash Cow Property Management. Through plen
  7. #331How to Build Systems to Scale to 16 Short Term RentalsMichelle Norman · Jun 17, 2026 · 47 minJoining us in this episode of Living Off Rentals is a real estate broker and short-term rental investor who has built a 16-unit Airbnb portfolio across multiple
  8. #330Scaling to 10 Rental Units by 25 with Midterm RentalsBailey Kramer · Jun 10, 2026 · 58 minJoining us in this episode of Living Off Rentals is Bailey Kramer, a 25-year-old real estate investor who built a portfolio of 10 rental units by focusing on mi
  9. #3297 Short-Term Rental Units Earning $7,000/mo Cash Flow in Her First 9 MonthsStephanie James · Jun 3, 2026 · 1 hr 1 minFor today's episode of Living Off Rentals, we are joined by someone who made an empowering transition from short-term rental arbitrage to building her own portf
  10. #326His first property cost him $58 out of pocket, and now he's financially freeDr Alexander Schloe · May 13, 2026 · 41 minWhat does it actually look like to walk away from a full-time medical career without giving up income? Joining us in this week's episode of Living Off Rentals i
  11. #324From Poverty to Millionaire and Mastering the Tax CodeRondi Lambeth · Apr 29, 2026 · 55 minIn this week's episode of Living Off Rentals, we are joined by a tax and credit advisor who has an incredible story of overcoming extreme poverty to become a mi
  12. #323How House Hacking and Co-Living Can Fast-Track Your Path to Financial FreedomCraig Curelop · Apr 22, 2026 · 29 minIn this week's episode of Living Off Rentals, we are joined by an investor and author who turned a simple strategy into a powerful wealth-building machine. Crai
  13. #305Building $50K/Month in Passive Income Without Wall StreetJoey Mure · Dec 17, 2025 · 40 minJoining us on this episode of Living Off Rentals is someone who teaches people how to build income streams on their own terms. Joey Mure is the co-founder of We
  14. #299From Firefighter, to Flipping Boston, to Real Estate EmpireDave Seymour · Nov 5, 2025 · 45 minJoining us on this episode of Living Off Rentals is someone who knows what it takes to rebuild from the ground up. Dave Seymour is a former firefighter, star of
  15. #298How to Structure Creative Real Estate DealsRonnie Walker · Oct 29, 2025 · 59 minJoining us on this episode of Living Off Rentals is someone who has built multiple successful real estate businesses and learned firsthand what it takes to reco
  16. #290Military Service as a Launchpad for Real Estate and Long-Term WealthChase Kincer · Sep 3, 2025 · 45 minIn this episode of Living Off Rentals, we are joined by an Air Force veteran turned real estate entrepreneur to discuss how military service can lead to financi
  17. #289How to Go from Fear to Freedom One Rental at a TimeShawn Gwaltney · Aug 27, 2025 · 46 minJoining us on this week's episode of Living Off Rentals is someone who proves that you don't have to start big to change your life. You just have to start. Shaw
  18. #284Building Wealth Across Real Estate Asset Classes for Long-Term FreedomBrandon Rickman · Jul 23, 2025 · 47 minJoining us on this episode of Living Off Rentals is someone who turned grit, experience, and strategy into over 500 successful home flips and now uses that same
  19. #283Build Wealth While Protecting Your Time: The Zen Investor's MindsetJonathan Greene · Jul 16, 2025 · 49 minIn this episode of Living Off Rentals, we're joined by a thought leader in the real estate investing space who has built a diverse and intentional portfolio, al
  20. #281How to Scale a Rental Portfolio with $0 by Finding Overlooked SellersDaniel Kwak · Jul 2, 2025 · 60 minJoining us in this episode of Living Off Rentals is someone who proves that starting from scratch doesn't mean staying stuck. Daniel Kwak is a real estate inves
  21. #279Inside the Assisted Living Model That Nets $40K/MonthBrett Chotkevys · Jun 18, 2025 · 46 minJoining us in this episode of Living Off Rentals is someone who is redefining the way investors think about real estate—and doing it in one of the country's mos
  22. #275Creating a Lifestyle by Design With Turnkey Real Estate InvestingAli Boone · May 21, 2025 · 56 minJoining us on this episode of Living Off Rentals is someone who escaped the corporate grind and built a lifestyle by design through turnkey real estate. Ali Boo
  23. #274How Going All In on One Real Estate Market Built Big Wealth (And Community)Jonna Weber · May 14, 2025 · 35 minJoining us in this episode of Living Off Rentals is Jonna Weber, a seasoned buy-and-hold investor with two decades of experience investing in single-family and
  24. #271How He Replaced His Tech Salary with Short Term RentalsStylianos Kalamaras · Apr 23, 2025 · 39 minJoining me on this episode of Living Off Rentals is someone who's been an athlete, Navy veteran, cyber engineer, and now, a short-term rental investor. Styliano
  25. #270The Social Media Strategy That Generated $50K in Direct BookingsKamille Longstreet · Apr 16, 2025 · 1 hr 1 minJoining us in this episode of Living Off Rentals is someone with a 20-year background in the digital media space. Kamille Longstreet is a real estate investor,
  26. #264From Wealth Manager to Building Personal Real Estate WealthAustin Palacios · Mar 5, 2025 · 44 minFor today's episode of Living Off Rentals, we are joined by Austin Palacios, a short-term rental investor based in Miami. He is also the bestselling author of "
  27. #262How to identify a high cash-flowing short-term rentalJulie Gates · Feb 19, 2025 · 54 minJoining us in this episode of Living Off Rentals is someone who has been a real estate investor since 2004 and has a diverse portfolio of residential, commercia
  28. #260Remote Real Estate Investing for Financial IndependenceMichael Albaum · Feb 5, 2025 · 44 minJoining us in this episode of Living Off Rentals is someone who has spent the last decade mastering remote real estate investing across a range of property type
  29. #257Creating Financial Freedom while serving in the ArmyBeau Webb · Jan 15, 2025 · 54 minJoining us in today's episode of Living Off Rentals is someone who has served as a Black Hawk Helicopter Pilot in the US Army for seven years. While flying in t
  30. #246Low cost, turn-key 2-unit with over $2,000 net cash flowAlvaro Berrios · Oct 30, 2024Joining us for today's episode of Living Off Rentals is someone who has been in digital marketing for over ten years, but with the heart of a real estate invest
  31. #231Financial Freedom with Just Two Group HomesJesse Ray · Jul 17, 2024Joining us on this episode of Living Off Rentals is someone who replaced his six-figure corporate salary with just two coliving rental properties. Listen as we
  32. #221Going All in on Real Estate Before Doing Her First DealTess Bessent · May 8, 2024In this episode of Living Off Rentals, we are joined by Tess Bessent. Before going all in on real estate investing, she was in the liquor business, based in Las
  33. #217Quitting His Teaching Job and Going all in on Flex-Space RentalsJonathan Hayek · Apr 10, 2024Joining us today on Living Off Rentals is someone who started his career as a special education teacher in the public school system. Now, he focuses on a differ
  34. #201Live for Free!Pam Holt · Dec 20, 2023Gracing us today on Living Off Rentals is someone who has experience as a real estate agent and broker, managing broker, consultant, lawyer, investor, and short
  35. #197How to get paid three different ways on one dealChris Prefontaine · Nov 22, 2023Today’s guest is Chris Prefontaine, the chairman and founder of Smart Real Estate Coach and a four-time bestselling author. He is dedicated to teaching individu
  36. #187Financial Security Through Fractional Ownership of 1500 UnitsBrian Davis · Sep 13, 2023Our guest today is Brian Davis, a real estate investing and personal finance expert with over two decades of experience, who has been frequently featured on new
  37. #183Just Under $9,000 per Month Cash Flow on His First DealAaron Spatz · Aug 16, 2023Aaron Spatz is the principal of Olive Grove Investments, a senior consultant at Waypoint Technologies, and the director of marketing and communications at the V
  38. #182Getting to Financial Freedom with Rentals 5 Years After Graduating CollegeTaylor Wing · Aug 9, 2023Our guest today is Taylor Wing, an officer from the 82nd Airborne Division turned into a full-time real estate professional. He graduated from West Point Milita
  39. #177Case Study of Our Recent Low-Cost Rental Deal That Makes Over $6k/month Net IncomeKirby Atwell · Jul 5, 2023Throughout my career, I often receive questions from new investors about what to expect when investing in rental properties. It's understandable to be unsure ab
  40. #175Building an REI Business and Quitting His Engineering Job After Immigrating to the U.S.Andrew Yu · Jun 21, 2023Today marks the first for the Living Off Rentals podcast! We got to talk to Andrew Yu in person at the Real Estate Wealth Builders Conference. Andrew Yu is the
  41. #173Leveraging Land Investing to Leave His Full-Time JobSeth Williams · Jun 7, 2023Our guest today is Seth Williams, a real estate investor and founder of REtipster. REtipster is a real estate community that educates motivated individuals to p
  42. #172Quitting a high paying corporate job to do real estate Investing full-time 3 years after startingLeslie Anne Morris · May 31, 2023Joining us on Living Off Rentals is Leslie Anne Morris. She is a real estate investor, real estate coach, motivational speaker, best-selling author, and the own
  43. #165The perfect entity and tax structure for rental property investorsLee Phillips · Apr 12, 2023Our guest today is Lee R. Phillips, a trailblazing Counselor of the United States Supreme Court. Lee is an accomplished professional, holding a range of license
  44. #161Building a successful investing portfolio while putting his family firstAdam Zach · Mar 15, 2023The pursuit of financial freedom can be intimidating, but for some investors, there’s one simple why that makes everything worth it: family. In this week’s epis
  45. #1590 to 55 rentals in 2 yearsLoren Wernette · Mar 1, 2023Ever feel like your full-time W2 job is holding you back from pursuing your real estate journey? Or maybe you’re using it as an excuse to not make that jump jus
  46. #146How to start doing BIG dealsJohn Sharkey · Nov 30, 2022John Sharkey is a fellow military serviceman. Realizing that being in the military meant having to move around so much, he decided to forgo buying property to l
  47. #144Key metrics to buy rental properties in a changing marketJohn Blackburn · Nov 16, 2022When you’re just starting out in rental property investing, there’s no doubt that choosing which property to invest and commit to is confusing. On one hand, it
  48. #14390% Occupancy $165 a night on a turn-key affordable Airbnb in FloridaBeth Soto · Nov 9, 2022Wanting to help her husband retire for good and provide for her family, Beth Soto learned the ins and outs of short-term rentals. Now, she graces this episode o
  49. #140Deaf and blind real estate investor, ultra-marathoner, and dadAaron Hale · Oct 19, 2022After an unfortunate incident, EOD team leader, Aaron Hale became blind and deaf. However, this tragedy would soon become a turning point in his life as he disc
  50. #139From $50k in debt to Living Off Rentals in Two YearsZeona McIntyre · Oct 12, 2022Today’s guest is definitely the embodiment of what it’s like to live off rentals - and succeed! From her humble origin story, to the biggest mindset shift she h
  51. #136Buying 4 vacation rental units in the first 5 monthsJason Snider and Jamie Karbel · Sep 21, 2022What would it be like to be able to quit your job and rely on the income from rental properties instead? In this episode, Kirby Attwell introduced Jason Snider
  52. #134Getting to 80 short-term rentals in just a few yearsMark Dennis · Sep 7, 2022The thing about success is that we always glamorize the achievement of the goal - whether it’s earning your first million, managing your first property, or leav
  53. #133Transitioning from a job or military with a better financial planKevin Brenner · Aug 31, 2022Transitioning from a job, or the military, can be very disruptive and cause a lot of anxiety. There are many unknowns that could come up, so transitioning with
  54. #129Rehabbing Your Way to High CashflowBrian Grimes · Aug 3, 2022It is tempting to leave a 9-5 in the pursuit of something much greater - independence and freedom. But, as our guest puts it, doing so means welcoming roadblock
  55. #123Luxury Vacation Rentals That Produce $28K/MonthDr. Rachael Gainsbrugh · Jun 22, 2022Bombarded with student loans and constant worry about how she and her partner can be financially free, she found her answer in short-term rentals. In this episo
  56. #118Case Study Two Affordable Cabins, in 6 Months, and $3,000 of Monthly Cash Flow as a ResultMark Wilton · May 18, 2022Learning is possible when you do it alone. But, if you want to equip yourself with wisdom, learning with a mentor is the way to go. In today’s episode of Living
  57. #116The Modern Wealth Building FormulaKen Van Liew · May 4, 2022A skyscraper is only a house built on top of a lot of stacked houses. When it comes to real estate, there’s no such thing as a small deal or a big one, the only
  58. #107From Police Officer to Owning $300 Million Worth of Apartment BuildingsWhitney Sewell · Mar 2, 2022If you want a play by play of how to create massive transformation in your life, then Whitney Sewell is the person to follow. He is a former military veteran, p
  59. #99Raising Private Money for Your Next DealAmy Mahjoory · Jan 5, 2022Joining me on the podcast today is Amy Mahjoory. Amy is a long-time friend that I met through a real estate education program called Fortune Builders. She signe
  60. #90How this Green Beret Built a Successful Real Estate Investing CompanyMichael Glaspie · Nov 3, 2021Our guest is a commercial real estate broker who served 10 years in the U.S. Army. We have Michael Glaspie in today’s show. He bought his first property in 2018
  61. #83How to Get More Time Back as a Rental Property OwnerMark Dolfini · Sep 15, 2021Joining me on the show is Mark Dolfini. In 2007, he had 92 rental properties that gave him about $65,000 a month. Now, he is known as the Landlord Coach, and he
  62. #67How to Start Multi-Family InvestingJohn Wilhoit · May 26, 2021This episode will feature powerful resources on multifamily investing for new investors. Our guest for today’s show is John Wilhoit. He is a Real Estate Asset M
  63. #60Growing his Portfolio to 90 Units and Quitting his Job by 30Kyle Mack · Apr 7, 2021Struggles or difficulties in life are push factors to make a person work harder to change their situation. Our guest for today’s show is Kyle Mack. As a kid, he
  64. #59Starting with Multi-Family and then Doing Short Term Rentals while Active Duty MilitaryCharlie Cameron · Mar 31, 2021Investing in a Multi-Family property is quite a challenge, especially when acquiring it as a first deal. But our guest for today thought about it as an opportun
  65. #58Buying Rentals in the Sub-$30K MarketLisa Phillips · Mar 24, 2021Financial freedom is the ultimate goal that real property investors are yearning for. Reaching this goal is why they work hard despite all the extreme stresses
  66. #55Top Airbnb Lessons Learned After to Talking to 300 ExpertsJasper Ribbers · Mar 3, 2021Today’s show features a guest who is a perfect example of someone who left his nine to five and chose to live off rentals. He lives a better life and enjoyed to
  67. #5274 Doors of Rental Property and a Huge Realty Team After 3 Years of Leaving the ArmyShelby Osborne · Feb 10, 2021Today’s guest is Shelby Osborne, a real estate investor and a broker who ⁣owns the Five Pillars Realty Group at eXp⁣ and the founder of Pints & Properties. She
  68. #11Getting Started with Rental Property Investing in Retirement with Randy RidderhoffApr 29, 2020Let’s set something straight: contrary to popular belief, it’s never too late to build your rental property portfolio. This is something our guest today can def
  69. #4From losing $100,000 on his first deal to doing over 160 profitable rental deals with Buddy RushingMar 11, 2020If you are like most people, losing $100K on your first real estate venture would have been enough to keep you from real estate investing for good. However, tod

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