Joining 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, commercial, and self-storage properties.

Julie Gates started SID WAS HERE in 2017, which specializes in short-term and long-term rentals. She also produces a local podcast about investing in Savannah, Georgia, called Cashflow Savannah, and hosts a monthly meetup in the area called Cashflow Savannah Meetup.

Listen as she shares how she started her journey as a real estate investor, her focus on short-term rentals, medium-term rentals, self-storage, and commercial properties, and the keys to identifying a high-cash-flowing short-term rental. Let's dive in!

Key Takeaways:

[00:00] Introducing Julie Gates and her background

[02:25] Julie's first property

[09:42] Getting a real estate license

[18:55] Doing medium-term rentals while doing short-term rentals

[33:22] Legitimacy over followers

[36:46] How do you identify a high cash-flowing short-term rental?

[41:12] Real estate is about the numbers

[45:12] The biggest lesson Julie learned in her real estate journey

[50:11] Connect with Julie Gates

Guest Links:

Website: https://sidwashere.com/

Instagram: https://www.instagram.com/sidwashere912/

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 episode of Living Off Rentals, we’re joined by someone who went from sportscaster to struggling entrepreneur, before finally finding the success and fulfillment he was looking for through short term rental investing.

Kyle Stanley spent a decade as a serial entrepreneur before discovering real estate. At 31, he took a chance on investing and quickly realized the power of short-term rentals to generate significant cash flow and transform his financial future.

What started as listing a spare room on Airbnb turned into a thriving short-term rental business. Kyle scaled his portfolio, built a management company that grew to 70+ units, sold that company, and now lives off his own rentals while teaching others how to make money through real estate investing via his podcast and platform, The Fearless Investors.

This episode is full of valuable insights on scaling with intention, deciding on a real estate exit strategy, creative financing, and more. Enjoy the show!

Key Takeaways:

[00:00] Introducing Kyle Stanley and his background

[03:48] His decision to get started investing in short-term rentals

[06:59] Skills + Best Exit Strategy

[17:09] Kyle on building true financial freedom

[20:50] What is Creative Financing?

[27:26] Identifying properties to invest

[33:08] Difference between people who struggle and people who are successful in short-term rental investments

[37:31] Quantity versus Quality in short-term rentals

[46:21] Connect with Kyle Stanley

Guest Links:

Website: Visit https://thefearlessinvestors.co/ for a free 15-minute training

Email: info@fearlesskyle.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 spent the last decade mastering remote real estate investing across a range of property types.

Michael Albaum is a seasoned real estate investor who began his journey in 2012 and has since built a portfolio spanning various asset classes. As the creator of MyFI (Financial Independence) Academy, he now helps others achieve financial independence through real estate investing.

In this episode, Michael shares how his early mindset shifts led him to multifamily investing, why he decided to focus on just a few markets, and how he managed to invest remotely—even while traveling internationally and living on the road. He also dives into his definition of financial independence, the sacrifices he made along the way, and his advice for anyone looking to get started in real estate. Enjoy the show!

Key Takeaways:

[00:00] Introducing Michael Albaum and his background

[06:02] Michael's mindset shifts in real estate

[08:45] The hardships of real estate

[17:34] His journey after that first deal!

[22:06] You can diversify within a particular market

[28:45] Being a professional remote real estate investor

[30:54] Michael's definition of financial independence

[38:20] His best deal!

[42:09] Connect with Michael Albaum

Guest Links:

Website: https://www.myfiacademy.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