#329 - 7 Short-Term Rental Units Earning $7,000/mo Cash Flow in Her First 9 Months - Stephanie James episode artwork

EPISODE · Jun 3, 2026 · 1H 1M

#329 - 7 Short-Term Rental Units Earning $7,000/mo Cash Flow in Her First 9 Months - Stephanie James

from Living Off Rentals

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 

NOW PLAYING

#329 - 7 Short-Term Rental Units Earning $7,000/mo Cash Flow in Her First 9 Months - Stephanie James

0:00 1:01:06

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

That Hoarder: Overcome Compulsive Hoarding That Hoarder Hoarding disorder is stigmatised and people who hoard feel vast amounts of shame. This podcast began life as an audio diary, an anonymous outlet for somebody with this weird condition. That Hoarder speaks about her experiences living with compulsive hoarding, she interviews therapists, academics, researchers, children of hoarders, professional organisers and influencers, and she shares insight and tips for others with the problem. Listened to by people who hoard as well as those who love them and those who work with them, Overcome Compulsive Hoarding with That Hoarder aims to shatter the stigma, share the truth and speak openly and honestly to improve lives. Darknet Discussions Darknet Discussions Welcome to "Darknet Discussions," the podcast that gets into the shadows of the internet to bring you the most intriguing, enlightening, and sometimes unsettling stories from the dark web. Hosted by seasoned darknet aficionados, each episode of "Darknet Discussions" explores the intricate dynamics of darknet markets, cybersecurity threats, and the digital underworld. Join us as we interview experts, discuss the latest trends in cybercrime, and shed light on the technologies that operate beneath the surface of everyday internet use. Also, we occasionally go off on a tangent about something completely unrelated. Tao Te Ching by Laozi (Author), Stephen Mitchell (Full Audiobook) Laozi Lao-tzu's Tao Te Ching, or Book of the Way, is the classic manual on the art of living, and one of the wonders of the world. In eighty-one brief chapters, the Tao Te Ching looks at the basic predicament of being alive and gives advice that imparts balance and perspective, a serene and generous spirit. This book is about wisdom in action. It teaches how to work for the good with the effortless skill that comes from being in accord with the Tao (the basic principle of the universe) and applies equally to good government and sexual love; to child rearing, business, and ecology.Stephen Mitchell's bestselling version has been widely acclaimed as a gift to contemporary culture. The Brackenfield Records Anvil Audio Productions An off-beat homage to classic radio detectives of the 1940s and '50s, The Brackenfield Records offers comforting genre fare, sitting somewhere between cosy and hard-boiled crime fiction.Whether it's dealing with unfaithful spouses, off-the-rails celebrities, crooked businesspeople, or gun-toting no-gooders, Brackenfield never falters!

Frequently Asked Questions

How long is this episode of Living Off Rentals?

This episode is 1 hour and 1 minute long.

When was this Living Off Rentals episode published?

This episode was published on June 3, 2026.

What is this episode about?

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...

Can I download this Living Off Rentals episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!