Joining 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 plenty of trial and error, she built a portfolio and a successful property management company while proving that strong cash flow doesn't have to come from expensive vacation markets.

Listen as Yiwei talks about finding profitable deals in the Midwest, managing short-term rentals, avoiding common investing mistakes, and why she believes the best opportunities are still ahead.

Enjoy the show!

Key Takeaways:

[00:00] Introducing Yiwei Cheng and her background

[03:35] What more do people actually make money on real estate?

[06:04] The first property she purchased

[09:02] Her real estate experience during COVID

[12:23] Replacing her corporate income through short-term rentals in 2022

[16:38] Choosing profitable properties over popular vacation destinations

[23:50] What makes a perfect deal for Yiwei

[32:04] How Yiwei finances her rental properties

[35:24] DSCR loans explained

[38:40] Yiwei on managing her team

[46:10] Quality matters more than growing a large management company

[51:19] Building systems to manage rental properties efficiently

[55:20] Connect with Yiwei Cheng

[56:16] Outro

Guest Links:

Website: https://www.pinkcashcow.com/

Instagram: https://www.instagram.com/yiweicheng1/

YouTube: https://www.youtube.com/@YiweiCheng1

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

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

In this episode of Living Off Rentals, Kirby Atwell sits down with Melissa Nash, a real estate investor, wealth strategist, and host of the Passively Rich with Rentals podcast.

After losing a multimillion-dollar clothing business during the 2008 financial crisis, Melissa rebuilt her financial future through real estate investing. Today, she has built a seven-figure rental portfolio using what she calls the "Lazy Investor Method."

Listen as Melissa shares how she got started, why she believes long-term rentals remain one of the best wealth-building tools available, how she evaluates deals, and the strategies she teaches busy professionals who want passive income through real estate.

Enjoy the show!

Key Takeaways:

[00:00] Introducing Melissa Nash and her background

[03:14] Losing a multimillion-dollar business during the 2008 crash

[06:43] The confidence that made her move forward with real estate

[08:18] Purchasing her first out-of-state rental property in Birmingham, Alabama

[10:00] Defining the "Lazy Investor Method"

[13:47] Redefining the word "turnkey"

[15:29] Relationships are critical when investing out of state

[21:28] The key metric Melissa uses to evaluate every rental property

[25:05] Different ways investors can fund rental property purchases

[26:41] How DSCR loans make investing easier for busy professionals

[27:40] Building long-term wealth through a rental portfolio strategy

[30:14] LLCs, insurance, and protecting rental property assets

[32:52] Transitioning to short-term rentals

[37:23] Lessons learned from investing in short-term rentals

[39:50] Relationships still matter in the age of AI

[43:07] Connect with Melissa Nash

[45:03] Outro

Guest Links:

Website: https://www.passivelyrichwithrentals.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

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

Joining us for today's episode of Living Off Rentals is Anthony Lynn Miller, a young real estate investor with a unique background and an inspiring story.

Anthony shares what it was like growing up Amish without electricity, leaving school after eighth grade, and eventually stepping into the world of business and real estate investing.

Despite having no traditional real estate background, he built momentum through short-term rentals, private money, and smart investing strategies.

In this episode, Anthony talked about buying his first properties, managing short-term and midterm rentals, and building a path toward financial freedom through real estate.

Listen and enjoy the show!

Key Takeaways:

[00:00] Introducing Anthony Lynn Miller and his background

[02:51] Growing up Amish and life without electricity

[04:29] The transition from no electricity to using modern technologies

[07:32] How the Amish business mindset shaped his confidence

[08:52] Buying his first short-term rental property with his sister

[12:44] Why multifamily short-term rentals stood out to Anthony

[15:21] Using private money and DSCR loans to fund the deal

[18:54] What a Helping Fund is

[22:30] Lessons learned from his first larger investment

[24:40] Anthony's future investing plans

[26:57] Anthony's long-term goal of financial freedom through rentals

[30:51] Advice for people wanting to get started in real estate

[32:21] His experience inside the Blueprint program

[33:58] How to connect with Anthony Lynn Miller

[34:21] Outro

Guest Links:

Airbnb: https://www.airbnb.com/users/profile/1463687994996193041

Instagram: https://www.instagram.com/thevibrantcollections2025/

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

Joining 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 states while keeping family and lifestyle a top priority.

In her second appearance on the show, Michelle Norman shares how she and her husband went from purchasing their very first Airbnb five years ago, to a thriving multi-state portfolio without physically ever going to their properties.

She opens up about the early mistakes, the growing pains, and the systems she put in place to finally make it feel manageable.

She also gets into the numbers — how she chooses her markets, what she looks for in a deal, and how she finances properties using DSCR loans and private lenders.

She also talks about her 18-year-old son buying his very first Airbnb — a full-circle moment for a family that has built a lifestyle by design from short-term rentals.

Whether you're just getting started or looking to scale without sacrificing the things that matter most, Michelle's story is one you'll want to hear.

Enjoy the show!

Key Takeaways:

[00:00] Michelle Norman and her background

[03:25] Getting into real estate investing

[04:07] Growing from 0 to 16 Airbnb units

[07:27] Passive income became the goal

[10:44] Lessons learned while scaling the business

[13:28] Hiring a virtual assistant to run operations

[15:57] Mistakes and growing pains in the early years

[17:12] Using Turno to manage cleaners and maintenance

[20:00] Choosing investment markets

[22:40] Michelle's 18-year-old son buys his first Airbnb

[29:14] Building confidence to invest remotely

[32:45] What they look for in Airbnb deals

[34:34] Financing properties with DSCR loans and private lenders

[36:39] Michelle's advice for first-time investors

[39:36] How she structures her work-life balance

[45:03] Setting boundaries in running multiple businesses

[45:52] Connect with Michelle Norman

[47:30] Outro

Guest Links:

Website: https://www.itsmichellenorman.com/

M&J Getaways: mandjgetaways.com

Instagram: @mandjgetaways

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

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