Joining 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 mid-term rentals.

Bailey shares how he got started in college, why he chose mid-term rentals over traditional Airbnb listings, and how he scaled his business by learning operations, networking with experienced investors, and taking action early.

Listen as he breaks down the lessons he learned from running 30 short-term rentals, buying properties remotely, and building a rental business that creates strong cash flow without the constant headaches of nightly turnovers. Enjoy the show!

Key Takeaways:

[00:00] Introducing Bailey Kramer and his background

[02:49] Building rental income while still in college

[06:43] Pursuing business and real estate through YouTube University

[09:19] The power of networking and joining a real estate mastermind

[11:20] Taking action after months of analysis paralysis

[15:22] The idea of pursuing midterm rentals

[18:28] Managing 30 short-term rentals and the burnout that came with it

[25:54] Buying his first property for $115,000

[28:43] Why Bailey prefers midterm rentals over traditional short-term rentals

[30:09] The types of tenants that fill his midterm rental properties

[36:53] Building systems and teams to manage rentals remotely

[38:32] Simple, consistent deals often outperform flashy investments

[41:35] Bailey's goal in the business

[48:57] What makes a good deal in midterm rentals?

[51:37] Ideal cash you must leave in the deal

[53:52] Advice for young investors trying to get started in real estate

[57:28] Outro

Guest Links:

Website: https://baileykramer.com/

YouTube: https://www.youtube.com/@baileykramer

Instagram: https://www.instagram.com/the_bailey_kramer/

Show Links:

Want to start investing in short-term rentals? Book a call to see if my STR Blueprint program is a good fit for you: livingoffrentals.com/call

Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals

Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast

Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals

Living Off Rentals Website – https://www.livingoffrentals.com/

Living Off Rentals Instagram – instagram.com/livingoffrentals

Living Off Rentals TikTok – tiktok.com/@livingoffrentals

For 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 portfolio of cash-flowing properties.

Stephanie James spent 15 years serving veterans as a social worker with the U.S. Department of Veterans Affairs before she discovered real estate investing. She is a member of my STR Blueprint program with properties in Indiana and Michigan.

Starting with rental arbitrage, she quickly scaled multiple units before realizing that true wealth-building comes from ownership.

That shift led her to learn how to raise private capital and eventually build her own private lending business, Private Lending with Stephanie, where partners invest alongside her to fund her deals.

Listen as she shares her journey from fear and uncertainty to confidently closing her first deal, raising private capital, and building a scalable real estate business. Enjoy the show!

Key Takeaways:

[00:00] Introducing Stephanie James and her background

[03:38] Transition to real estate from her 15-year career serving veterans at the VA

[07:58] Getting started in real estate investing around 2016–2017

[10:26] About rental arbitrage

[13:31] Overcoming fear of property ownership

[16:43] The mindset shift from arbitrage to ownership and investing

[19:57] Managing fear through education and mentorship

[21:11] Landing her first property under contract

[24:33] Raising private money for the deal

[26:00] From asking for money to offering an opportunity

[28:47] Securing her first private money lender

[35:51] Structuring a deal using DSCR loans and private money

[41:51] Breaking down the numbers on Stephanie's deal

[46:05] The biggest mistake: letting emotions drive investment decisions

[52:07] Best advice for beginners: define your "why" to stay resilient

[54:56] Recommended book: Servant Leadership

[01:00:07] Connect with Stephanie James

[01:00:54] Outro

Guest Links:

Website: https://privatelendingwithstephanie.com/

Facebook: https://www.facebook.com/share/18dukayC3g/

LinkedIn: https://www.linkedin.com/in/stephanie-james-b65469300

Show Links:

READY TO BUY YOUR FIRST SHORT TERM RENTAL? Book a call with me or my team here: https://www.livingoffrentals.com/call

Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals

Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast

Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals

Living Off Rentals Website – https://www.livingoffrentals.com/

Living Off Rentals Instagram – instagram.com/livingoffrentals

Living Off Rentals TikTok – tiktok.com/@livingoffrentals

Joining us in this episode of Living Off Rentals is a financial expert who challenges traditional investing and focuses on building safer, more predictable wealth strategies.

Mark Willis is a Certified Financial Planner, three-time #1 bestselling author, and the owner of Lake Growth Financial Services.

He is also the co-host of the "Not Your Average Financial Podcast."

Listen as he shares his perspective on why most investors don't actually earn the returns they expect from the stock market, how volatility impacts your wealth, and how to build a more stable financial system that works alongside real estate investing. Enjoy the show!

Key Takeaways:

[00:00] Introducing Mark Willis and his background

[03:12] How the 2008 financial crisis changed his perspective on investing

[07:50] Why average market returns are misleading

[09:26] Averages are meaningless when factoring in volatility

[12:26] The impact of fees on long-term wealth

[13:48] Dollar-cost averaging isn't a complete solution

[15:38] Understanding the sequence of returns risk

[17:32] The five Ts of real estate

[21:52] What makes a whole life policy good?

[27:50] Whole life insurance as an investment

[34:17] The "buy, borrow, die" strategy explained

[38:06] Concentration can outperform diversification

[40:36] The barbell strategy for balancing risk and stability

[44:37] Connect with Mark Willis

[45:46] How AI is impacting financial planning

[48:01] Outro

Guest Links:

Website: https://kickstartwithmark.com/

Show Links:

Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals

Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast

Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals

Living Off Rentals Website – https://www.livingoffrentals.com/

Living Off Rentals Instagram – instagram.com/livingoffrentals

Living Off Rentals TikTok – tiktok.com/@livingoffrentals

Joining 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 income.

Jack Bosch is a financial expert, a number one best-selling author, and the host of the Jack Bosch Podcast, which has over 300,000 followers on social media. He moved from Germany to the US, and from there, Jack and his wife became a successful real estate investor couple flipping thousands of land parcels and multi-family properties.

Listen as Kirby and Jack talk about the "Forever Cash" Model, turning undervalued lands into income streams, and how to build scalable systems that go beyond traditional rental properties. Enjoy the show!

Key Takeaways:

[00:00] Introducing Jack Bosch and his background

[02:58] From Germany to the US, and then getting into real estate

[07:00] Land flipping as a remote-friendly strategy

[08:25] The tax-delinquent land strategy explained

[11:04] Turning small deals into fast profits

[13:50] Why is land easier than traditional real estate

[19:11] How to avoid risks of land investing

[19:46] How to sell land quickly

[24:26] The "Forever Cash" model explained

[27:55] One-time cash vs. temporary cash vs. forever cash

[32:02] Your job should only cover your lifestyle

[34:25] The #1 rule for couples in business

[39:36] Hard-earned lessons from navigating business and personal challenges

[47:16] Step-by-step overview of how land deals work from finding sellers to closing remotely.

[48:58] Free 30-day blueprint to implement on your first land deal

[50:52] The beauty of a "boring" business model

[52:19] Outro

Guest Links:

Website: landprofitfun.com

YouTube: https://www.youtube.com/@JackBoschOfficial

Show Links:

Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals

Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast

Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals

Living Off Rentals Website – https://www.livingoffrentals.com/

Living Off Rentals Instagram – instagram.com/livingoffrentals

Living Off Rentals TikTok – tiktok.com/@livingoffrentals

What 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 is a family medicine doctor and former Air Force physician who now practices medicine on his own terms, all while investing in real estate.

Dr. Alexander Schloe specializes in working with doctors to adopt real estate investing strategies that allow them to not only rely on their income as physicians, but to also have the flexibility to live life on their own terms.

Listen as he shared his journey built on smart real estate moves, starting with a single property and growing into multiple income streams, including short-term rentals and residential assisted living.

If you want to build a life of freedom beyond a high-paying job, this episode is for you. Enjoy the show!

Key Takeaways:

[00:00] Introducing Dr. Alexander Schloe and his background

[04:27] How his first property cost him just $58 out of pocket

[10:13] Why he shifted from short-term rentals to assisted living

[12:53] The deeper reason behind choosing senior housing as a niche

[17:04] 4 ways to invest in assisted living

[22:15] What makes a property ideal for assisted living conversions

[26:52] Real numbers: costs, rents, and cash flow potential

[28:51] The reality of vacancies, licensing, and startup timelines

[31:41] Managing the backend components of assisted living

[33:46] How he helps other professionals get started

[35:58] The biggest shift: mindset matters more than strategy

[38:53] His long-term vision

[40:00] Outro

Guest Links:

Website: https://theralroom.com/

Show Links:

Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals

Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast

Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals

Living Off Rentals Website – https://www.livingoffrentals.com/

Living Off Rentals Instagram – instagram.com/livingoffrentals

Living Off Rentals TikTok – tiktok.com/@livingoffrentals

What if building wealth wasn't tied to just one country?

This week's guest on the Living Off Rentals podcast is someone who travels the world full-time looking for the best investments.

Ladislas Maurice is the mind behind The Wandering Investor, a blog where he shares insights on global investing and how to diversify your portfolio across different countries. Instead of sticking to one market, Ladislas has spent years exploring opportunities across continents and building a portfolio that's as diversified as his passport stamps.

From buying property in unfamiliar markets, to unlocking residency and citizenship through investing, this conversation breaks down what it looks like to go global with investing and why it is not just about chasing higher returns.

Listen and enjoy the show!

Key Takeaways:

[00:00] Introducing Ladislas Maurice and his background

[04:03] How a road trip across countries sparked a completely different investing path

[06:37] The biggest benefit of international investing

[07:49] What a globally diversified portfolio actually looks like

[12:19] The first question you need to answer before investing overseas

[13:37] Real estate can open doors to residency and second citizenship

[15:39] Real-world reasons people pursue multiple passports

[18:42] Why holding cash might be the smartest move in uncertain times

[22:12] The risks involved in financing overseas

[27:40] What makes a good deal for international investing?

[29:47] Connect with Ladislas Maurice

[30:35] Outro

Guest Links:

Website: https://thewanderinginvestor.com/

Show Links:

Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals

Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast

Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals

Living Off Rentals Website – https://www.livingoffrentals.com/

Living Off Rentals Instagram – instagram.com/livingoffrentals

Living Off Rentals TikTok – tiktok.com/@livingoffrentals

In 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 millionaire and is now helping others understand how to keep more of what they earn.

Rondi Lambeth is also a bestselling author and international speaker who focuses on helping entrepreneurs reduce taxes, build business credit, and protect their assets through smart financial structures.

Listen as he shares how his upbringing shaped his mindset around money, the hard lessons he learned after his first big tax bill, and the strategies he now teaches to help business owners keep more cash in their pockets.

Enjoy the show!

Key Takeaways:

[00:00] Introducing Rondi Lambeth and his background

[03:00] Getting started with being passionate about helping business owners

[06:04] Becoming a millionaire and the shocking tax bill that followed

[09:50] The journey from being homeless to becoming a millionaire

[13:27] Personal loss that led to starting a credit repair company

[16:37] About Tax-Free Wealth

[21:08] Where real estate investors should start with tax strategy

[23:28] The sacrifical LLC

[25:45] Fixing a setup if you already own properties

[31:04] Building business credit the right way

[42:20] The Augusta Rule explained

[46:57] Hiring your kids and other tax-saving strategies

[53:53] Connect with Rondi Lambeth

[54:39] Outro

Guest Links:

Website: https://winningthetaxgame.com/

Website: https://rondilambeth.com/

Show Links:

Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals

Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast

Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals

Living Off Rentals Website – https://www.livingoffrentals.com/

Living Off Rentals Instagram – instagram.com/livingoffrentals

Living Off Rentals TikTok – tiktok.com/@livingoffrentals

In 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.

Craig Curelop began his real estate journey as a house hacker in Denver and reached financial freedom in just two and a half years. He is the author of "The House Hacking Strategy," has completed multiple house hacks, and now helps investors across the country build wealth through real estate.

Listen as he shares how he went from struggling to find the right realtor to building a thriving investor-focused real estate business. He also breaks down why house hacking still works today, how co-living is unlocking serious cash flow in high-cost markets, and what newer investors should really focus on if they want to get ahead.

Enjoy the show!

Key Takeaways:

[00:00] Introducing Craig Curelop and his background

[03:26] His journey into house hacking

[05:27] The $10K commission that changed everything

[08:56] You can't compare today's deals to the past

[09:23] Co-living: the strategy driving cash flow today

[10:28] What house hacking really means

[11:51] Ideal property setup for co-living deals

[13:46] Evaluating deals for clients

[17:43] Real example of a co-living deal and its returns

[19:34] Who rents co-living spaces

[21:57] Should investors become realtors?

[23:05] Financing options for house hacking and co-living

[24:33] The truth about BRRRR in today's market

[26:24] Connect with Craig Curelop

[27:06] Advice for new investors starting out

[28:37] Outro

Guest Links:

Website: https://www.thefiteam.com/

Show Links:

Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals

Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast

Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals

Living Off Rentals Website – https://www.livingoffrentals.com/

Living Off Rentals Instagram – instagram.com/livingoffrentals

Living Off Rentals TikTok – tiktok.com/@livingoffrentals

Joining us in this episode of Living Off Rentals is a founder who went from being an Airbnb host by accident to building one of the most recognized property management platforms in the short-term rental space.

Pierre-Camille Hamana is the co-founder of Hospitable, a software designed to help hosts automate operations, increase direct bookings, and run their rentals more like a real business.

Listen as he shares how a simple frustration with guest messaging turned into a powerful tool now used by hosts worldwide.

He also unveils Hospitable's new $0 Essentials Plan - the first of its kind in the STR management space - and how it can completely change the game for short-term rental hosts.

Enjoy the show!

Key Takeaways:

[00:00] Introducing Pierre-Camille Hamana and his background

[02:45] Getting into short-term rentals

[04:54] How Pierre got started with Airbnb by accident

[07:23] The gap filled by Hospitable

[10:55] Discovering the power of automation

[13:24] The biggest changes Pierre made over the years

[17:19] Transitioning into a full property management software

[19:39] Who Hospitable is best for today

[23:31] Key benefits of using a property management system

[29:23] Introducing the new $0 Essentials plan

[38:25] The direction the short-term rental industry is going

[41:33] Balancing automation with human connection

[42:51] Connect with Pierre-Camille Hamana

[43:58] Outro

Guest Links:

Website: https://hospitable.com/

Check out Hospitable's new FREE Essentials Plan! https://hospitable.com/partners/refer?utm_source=affiliates&utm_medium=podcast&utm_campaign=454LMUFE

Show Links:

Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals

Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast

Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals

Living Off Rentals Website – https://www.livingoffrentals.com/

Living Off Rentals Instagram – instagram.com/livingoffrentals

Living Off Rentals TikTok – tiktok.com/@livingoffrentals

Joining 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 few years.

Robert Howell is the founder of Howell & Sons, a family-driven real estate company based in South Carolina. He specializes in mobile home park investing and creating affordable housing through land-home packages.

Listen as he shares how he got started during COVID, why he chose mobile home parks, and how he's scaling cash flow while helping provide affordable housing.

Enjoy the show!

Key Takeaways:

[00:00] Introducing Robert Howell and his background

[03:01] How Robert became interested in mobile home investing and land development

[05:36] Evaluating deals on mobile home parks

[06:41] Mobile home parks offer strong cash flow and scalability

[09:12] Do mobile homes appreciate in value?

[10:12] Ideal park size and using property management

[12:52] Biggest misconceptions about mobile home investing

[15:15] Transition into land home development

[18:41] Managing infrastructure costs when developing land

[22:00] Mobile homes vs. manufactured vs. modular homes

[23:24] Financing strategies: private money, banks, and more

[26:04] Involving family and teaching kids real estate

[29:47] Key lessons and thinking creatively in real estate

[32:28] Education program and helping others get started

[35:07] Connect with Robert Howell

[37:09] Outro

Guest Links:

Website: https://howellandsons.com/

Show Links:

Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals

Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast

Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals

Living Off Rentals Website – https://www.livingoffrentals.com/

Living Off Rentals Instagram – instagram.com/livingoffrentals

Living Off Rentals TikTok – tiktok.com/@livingoffrentals