Living Off Rentals
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Podcast episodes about land, storage, hotels and other strategies

Investors who make a living outside ordinary rentals, and what the trade-offs are compared with short-term rentals.

64 episodes, newest first

  1. #351Insuring Your Rentals the Right Way Before You Ever Need to File a ClaimMatt Nance · Nov 4, 2026 · 44 minDon't learn about insurance the hard way… after you need it! Joining us on this episode of Living Off Rentals is someone who has spent 20 years helping property
  2. #337Buying Freedom as a Green Beret With a $60M Real Estate PortfolioSterling Seizert · Jul 29, 2026 · 1 hr 4 minJoining us in this episode of Living Off Rentals is someone who has built an incredible real estate portfolio while serving as a Green Beret in the U.S. Army. S
  3. #327How to Turn Cheap Land Into "Forever Cash" and Build Smarter Income StreamsJack Bosch · May 20, 2026 · 53 minJoining us in this episode of Living Off Rentals is someone who has built a unique niche in real estate by turning overlooked land into consistent, long-term in
  4. #321Creating Scalable Cash Flow with Mobile Home Parks and Land DevelopmentRobert Howell · Apr 8, 2026 · 38 minJoining us in this episode of Living Off Rentals is a real estate investor who built a portfolio of mobile home parks and land development projects in just a fe
  5. #314Why Buying a Second Home First Can Be a Smarter Path to WealthKatie Cline · Feb 18, 2026 · 49 minJoining us in this episode of Living Off Rentals is an award-winning publicist, hospitality veteran, and short-term rental expert who has built a profitable por
  6. #312Turning Vacant Retail Buildings Into High Cash-Flow Self-StorageDavid Pelusio Sr. · Feb 4, 2026 · 35 minJoining us in this episode of Living Off Rentals is a seasoned real estate developer with more than five decades of hands-on experience across residential, comm
  7. #310Just Buy a House Already Using Subject-To DealsWilliam Tingle · Jan 21, 2026 · 43 minJoining us on this episode of Living Off Rentals is William Tingle, a creative real estate investor, coach, and author of the new book, Just Buy a House Already
  8. #288Note Investing 101: The Hands-Off Way to Cash Flow in Real EstateNathan Turner · Aug 20, 2025 · 37 minJoining us on this episode of Living Off Rentals is someone who has built a career around one of the most overlooked paths to passive real estate income: note i
  9. #287How to Build Market-Resilient Wealth and Invest with PurposePaul Moore · Aug 13, 2025 · 44 minIn this week's episode of Living Off Rentals, we are joined by someone who has spent decades helping people align their investments with long-term impact— all w
  10. #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
  11. #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
  12. #276How to Turn Failure into Freedom with Real Estate InvestingMatt Aitchison · May 28, 2025 · 50 minJoining us on this episode of Living Off Rentals is Matt Aitchison — a hotelier, investor, and host of the Millionaire Mindcast podcast — whose journey through
  13. #265Is Real Estate Investing a Better Option Than College?Steven Rich · Mar 12, 2025 · 51 minIs college the best path to financial success, or is there another way? In this episode, Steven Rich shares his bold decision to drop out of his mechanical engi
  14. #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
  15. #258Leveraging your network to find dealsBuddy Rushing · Jan 22, 2025 · 57 minFor the third time, we've got Buddy Rushing coming back for today's episode of Living Off Rentals. He is the co-owner, president, and CEO of White Feather Inves
  16. #252Massive Cash Flow Through Mobile Home InvestmentsAndrew Keel · Dec 11, 2024 · 38 minIn this episode, Kirby interviewed Andrew Keel about an investing strategy that usually doesn't get enough attention, but can be an awesome path to high cash fl
  17. #251Financial Freedom from Land Lending and InvestingQuinn McArthur · Dec 4, 2024 · 48 minIn this episode of Living Off Rentals, we are joined by a West Point graduate and former Special Operations Green Beret Officer. Quinn McArthur got involved in
  18. #242How to Go from Military (or Any Full-Time Job) to MillionaireDavid Pere · Oct 2, 2024Joining us on this episode of Living Off Rentals is someone who went from the military to millionaire through real estate investing. David Pere is a Marine Corp
  19. #236How to Safely Invest Passively in Multifamily in Today's MarketTravis Watts · Aug 21, 2024Joining us on this episode of Living Off Rentals is someone who specializes as a passive investor backing other people's commercial deals. He started with a sin
  20. #235Financial Freedom Through a Mix of Rental Properties and Note InvestmentsNick Disney · Aug 14, 2024Joining us in this episode of Living Off Rentals is someone who has built an impressive portfolio over the last 15 years. He achieved financial freedom through
  21. #232Buying Industrial Buildings – Without Using the BankJoel Friedland · Jul 24, 2024Joining us on this episode of Living Off Rentals is someone who has been a real estate investor since the early ‘90s. He has a unique way of investing in indust
  22. #230From Homeless to Owning 100 Doors of Real EstateRay Glymph · Jul 10, 2024In this episode of Living Off Rentals, our guest is someone who went from being homeless to owning over 100 doors of real estate and doing over $10 million in r
  23. #227Starting an STR Business in a Foreign CountryTracey Northcott · Jun 19, 2024Joining us on this episode of Living Off Rentals is someone who runs a short-term rental business in Japan. Tracey Northcott got into the Japanese Airbnb busine
  24. #225From Flipping to Multifamily: Achieving Financial Independence at a Young AgeChad King · Jun 5, 2024In this episode of Living Off Rentals, we interviewed someone who has always been fascinated with building wealth. He took a job in sales because he thought tha
  25. #223Creating Cash Flow Through Rentals Without Owning the RentalsFred Moskowitz · May 22, 2024Joining us today on this episode of Living Off Rentals is someone who turned from being a computer engineer to becoming an expert in investing in notes and leve
  26. #222Creating Massive Cash Flow and Equity by Buying RV ParksZackry Copper and John Cascarano · May 15, 2024Joining us today on Living Off Rentals are Zackry Cooper and John Cascarano. Zackry is an entrepreneur with 20 years of experience in residential mortgage finan
  27. #218Passive Income from Land InvestmentsBrent Bowers · Apr 17, 2024Joining us on this episode of Living Off Rentals is someone who turns land into a passive income business. He invests in many types of real estate, but his favo
  28. #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
  29. #216From Top Newscaster to Financially Free Through Real EstateEricka Pino · Apr 3, 2024Joining us today on Living Off Rentals is someone who is a certified bilingual meteorologist and a seasoned television personality. Ericka Pino is a former news
  30. #207How to BRRRR Your Way to Financial FreedomJessie Lang · Jan 31, 2024Joining us today on Living Off Rentals is someone who has been involved in the real estate market for over 10 years. She has built a massive portfolio using the
  31. #1910 to $200m Worth of Real Estate In a DecadeCharles Carillo · Oct 11, 2023Charles Carillo is our guest for this episode of the Living Off Rentals podcast. He is a commercial real estate investor and a managing partner at Harborside Pa
  32. #189Renting out RV’s for big cash flow & low startup capitalwith Garr Russell · Sep 27, 2023Joining us for this episode of Living Off Rentals is Garr Russell. Prior to venturing into the rental space, he was a long-time FICO-certified credit counselor
  33. #188How he went from 1 STR in 2017 to over 950 todayDale Smith · Sep 20, 2023Dale Smith is a veteran in real estate, having been in the industry for 15 years with experience in investing, development, and management. In 2017, Dale founde
  34. #186How Health Challenges Led to Boutique Vacation Rental OwnershipAlexandra Greenawalt · Sep 6, 2023Joining us is Alexandra Greenawalt, real estate agent, best-selling author, former fashion stylist, and owner of the short-term rental business Sea + Salt Sanct
  35. #185Financially Free Real Estate Investing NomadBuddy Rushing · Aug 30, 2023We’ve got Buddy Rushing coming back for today’s episode of Living Off Rentals. He is the co-owner, president, and CEO of White Feather Investments, a company fo
  36. #180Financial Freedom with a Treehouse and a Converted School BusWill Sutherland · Jul 26, 2023Get ready to witness the incredible success that can only be found in the world of short-term rentals. Join us as we introduce our esteemed guest, Will Sutherla
  37. #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
  38. #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
  39. #169Data expert shares how to identify STR opportunities in today's marketJamie Lane · May 10, 2023Our guest today is Jaime Lane. He is an advisor, and Vice President of Research at AirDNA, where he also co-hosts the company’s podcast. Jaime Lane's role at Ai
  40. #1579 Short-term rentals in 9 monthsMichelle Norman · Feb 15, 2023Michelle Norman is a licensed Real Estate Broker and the owner of Elite Real Estate & Associates. She has been practicing Real Estate since 2004 and specializes
  41. #153How to set up a "subject to" deal using none of your own moneyWilliam Tingle · Jan 18, 2023William Tingle is a renowned real estate investor, coach, author, and speaker. He is the host of The Sub2Deals Show and the creator of Sub2Deals.com, a platform
  42. #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
  43. #142Buying small motels and turning them into high cash-flowing AirbnbsBlake Dailey · Nov 2, 2022Blake Dailey returns to “Living Off Rentals” with an incredible investing strategy that is generating stagering cash flow! As he continues to dominate the short
  44. #130Getting to Financial Freedom and Traveling the USA with Your FamilyJay Helms · Aug 10, 2022Some people would’ve thought that the journey towards a life that breaks free from the rat race is smooth sailing. But, it’s not. It is riddled with challenges,
  45. #120How to do a STR Land Development with Cabins and TreehousesSue Hough · Jun 1, 2022Treehouses, who knew, right? Revolutionizing the land development scene with cabins and treehouses is Sue Hough. She talks about her humble beginnings in the co
  46. #111How to Rent Out RV's for Huge Cash FlowRobert Leonard · Mar 30, 2022Compact living has been the trend in recent years, and with the pandemic, it amplified this new investment opportunity: RV rentals. In this episode of Living Of
  47. #108From Living in His Car to Owning over $100 Million in Real Estate in Just a Few Short YearsAgostino Pintus · Mar 9, 2022We have a multi-family investor, syndicator, and entrepreneur sharing the gist of his 15-year career in real estate. He managed large operational budgets, led o
  48. #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
  49. #106How to Drastically Decrease the Chance of an Accident in your Short-Term RentalJustin Ford · Feb 23, 2022Joining us in this episode is an international short-term safety rental expert. He created the first vacation rental safety checklist for the vacation rental in
  50. #105How to Charge More per Night Than Your STR Competition for Similar PropertiesAlanna Schroeder · Feb 16, 2022Being able to stretch prices entails a lot of experience and knowledge in the market of vacation rentals. Mitigating the risk when you know the market response
  51. #101From Homeless Heroin Addiction to Financially Free Rental InvestorGreg Gaudet from Maui Home Buyers · Jan 19, 2022Have you ever wondered what it would take to go from homelessness to becoming a successful real estate investor? It’s nothing more than the drive to become fina
  52. #98How to Select and Keep Better Tenants with Avail Co-FounderLaurence Jankelow · Dec 29, 2021In this episode, we got with us the co-founder of the property management software, Avail(.co). It is a platform built specifically for DIY Landlords. It guides
  53. #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
  54. #89How to Buy Mobile Homes for Big Cash FlowAdrian Smude · Oct 27, 2021Our guest is in the business of buying, selling, and renting houses; but he took it a step further and niched down to an unlikely asset—mobile homes. Joining me
  55. #86Partnering to Grow Your Real Estate InvestmentsAdam Whitney · Oct 6, 2021Joining me on the show is Adam Whitney. He is an active-duty Marine officer who started wholesaling real estate just last October. Now, he runs Blackjack Real E
  56. #75Combining Short-Term Rentals and Apartment Buildings to Create MASSIVE Cash FlowBlake Dailey · Jul 21, 2021Our guest for today is a US Air Force officer, a multifamily real estate investor, and the host of The Multifamily Journey Podcast. He and his wife still work f
  57. #69Using Wholesaling to Build a Rental PortfolioMarcus Maloney · Jun 9, 2021Every investor wants to live off rental and get that mailbox money, without any hassle. We have Marcus Maloney on today’s show. He is the equity guy, the host o
  58. #65Automating The Biggest Headache For Short-Term Rental Owners – HOUSE CLEANINGChris Carlone · May 12, 2021Cleanings are the most important factor for guests and one of the most challenging for the hosts. Finding ways to make housekeeping easier is a huge help for ho
  59. #61From Military To MillionaireDavid Pere · Apr 14, 2021Our guest for today’s show is David Pere. David started the community, From Military To Millionaire. He is also a real estate investor, while serving in the mil
  60. #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
  61. #36Zack Ginn - How He Made 6 Figures as a High School Athlete and is Now The Biggest Wholesaler On The Treasure Coast at 21Oct 21, 2020How He Made 6 Figures at 17 as a High School Athlete and Now is the Biggest Wholesaler on the Treasure Coast at 21 Today’s guest started his real estate career
  62. #21What Differentiates Great Real Estate Investors from Those Who Continually StruggleMike Simmons · Jul 8, 2020Today’s guest has been in the real estate investing business since 2008 and has pretty much done it all—flipped houses, bought rentals, and wholesaled hundreds
  63. #16Top Property Buying Lessons Rental Investors can Learn from an Expert Wholesaler with Bill AllenJun 3, 2020After having built a massive 7-figure wholesaling operation that he now only has to spend a few hours per week in, Bill Allen knows a few things about getting g
  64. #14500 Doors in a Year and Building a Community of Military Veteran Real Estate InvestorsMay 20, 2020Eric Upchurch is a former Special Operations Aviation Crewmember turned real estate investor. Since his first real estate investing venture in 2006, Eric has be

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