Joining us on this episode of Living Off Rentals is someone who is redefining what it means to travel, disconnect, and create meaningful experiences through short-term rentals.

Eric Moeller is the co-founder of Freewyld, a design-forward short-term rental brand that helps guests truly unplug through nature. From flipping his first house at 19, to navigating the 2008 crash, to building a business that blends hospitality with intention, Eric’s story is one of resilience, clarity, and bold decisions.

In this episode, we talk about the tough lessons he learned early in real estate, why he went all-in on Freewyld during the COVID-19 pandemic, and how he scales the real estate side of his business while running Freewyld Foundry, the revenue management side of Freewyld that oversees 1,700+ Airbnb listings worldwide.

Whether you’re just getting started or dreaming about something bigger, this episode is full of honest insights on building a brand that’s meaningful to you from the ground up.

Enjoy the show!

Key Takeaways:

[00:00] Introducing Eric Moeller and his background

[01:56] Eric’s blue-collar roots and first flip at 19

[04:27] Buying a vacation rental before Airbnb even existed

[06:59] Going against the norm made Eric stay in real estate

[09:07] The whole process of winning and losing

[12:17] The journey from the 2008 market crash to building Freewyld

[14:13] Why he moved to San Diego and discovered STR arbitrage

[15:36] Three things Eric loves in the short-term rental business

[16:39] Epic Entrepreneur House in San Diego

[20:20] The moment he went all-in on Freewild during COVID

[24:25] How Freewyld Foundry now manages $60M in Airbnb revenue

[28:45] About the revenue pricing business

[33:24] Building a hospitality brand that helps guests unplug

[35:04] Developing unique properties

[37:38] Finding the perfect property

[41:52] Energy and time management lessons from top entrepreneurs

[47:18] Connect with Eric Moeller

Guest Links:

Website: freewyldfoundry.com

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

LinkedIn: https://www.linkedin.com/in/ericdmoeller

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 on this episode of Living Off Rentals is someone who has mastered the art of raising and deploying private capital.

Matt Faircloth is the Founder & CEO of The DeRosa Group and has been a full-time investor for 15 years. Today, he has amassed a portfolio of nearly 2,000 units and raised millions of dollars from passive investors to fund his projects. He’s also the author of Raising Private Capital, a best-selling book published by BiggerPockets, which has sold over 50,000 copies.

From starting with small BRRRR deals funded by friends’ IRAs to scaling into large multifamily and hotel acquisitions, Matt shares how any investor can use other people’s money to grow, without losing themselves or their relationships in the process.

If you have ever felt stuck because you “don’t know any millionaires” or worry about asking people to invest with you, this conversation will change your perspective.

Enjoy the show!

Key Takeaways:

[00:00] Introducing Matt Faircloth and his background

[02:35] How Rich Dad, Poor Dad sparked his start in real estate

[04:34] After Matt quit his full-time job

[05:33] Rebuilding and learning to raise capital

[06:51] The misconception of raising money

[11:22] The challenge of getting an appraisal

[12:40] Using self-directed IRAs and retirement accounts to fund deals

[17:12] The best way to educate people about investing

[20:37] The right way to combine private money with bank loans

[22:10] What Matt looks for in deals today: cash flow first

[24:48] Your spouse is...

[27:24] Separating work and personal issues

[32:53] Educating your kids about finances

[35:30] What incentive-based landlording is

[37:32] Residents, not tenants; communities, not apartments

[41:04] His advice for people who want to leave their jobs

[45:52] Clear goals to keep you moving forward

[48:30] Connect with Matt Faircloth

[50:16] Outro

Guest Links:

Website: https://www.derosagroup.com/
YouTube: https://www.youtube.com/user/derosagroup
Instagram: https://www.instagram.com/themattfaircloth/

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 on this week’s episode of Living Off Rentals is someone who isn't just focused on building businesses, but is also passionate about building a life that actually matters.

Trevor Mauch is the founder of Carrot, the software platform that has helped thousands of real estate investors and agents generate leads online.

Beyond business success, Trevor is a strong advocate for designing your company in a way that supports your health, freedom, and purpose, rather than becoming a trap that drains you.

In this conversation, Trevor shares the habits, marketing strategies, and mindset shifts that allow entrepreneurs to scale without sacrificing their personal lives.

He breaks down why most real estate websites lose deals, how to build online authority that ranks in both Google and AI searches, and why stacking credibility signals like testimonials and local content is now more important than ever.

If you’ve ever felt like your business owns you instead of the other way around, this episode will give you the clarity and tools to make a change. Enjoy the show!

Key Takeaways:

[02:15] Introducing Trevor Mauch and his background
[04:09] Building Carrot and lessons from scaling a software company
[10:39] Off-market vs. MLS. Why the best discounts come from networking and probate deals
[15:18] Why website performance directly impacts your deal flow
[18:38] How to optimize marketing for different real estate models
[19:17] Offline + online marketing work together
[23:47] Carrot sites are already ranking in ChatGPT results
[25:06] The future of search: one trusted answer, not endless results
[28:50] Building authority so algorithms rank you higher
[31:10] Trevor’s take on the biggest opportunity for investors today
[34:21] How to build online credibility with content, reviews, and testimonials
[37:47] Why your business will never outgrow your personal identity
[39:09] Breaking free from limiting beliefs that hold entrepreneurs back
[41:40] The Entrepreneur Freedom Formula explained
[46:37] What to do if your business is pulling you away from family, health, and faith
[51:42] The repeatable process builder that helps you delegate effectively
[55:28] How coaching helped Trevor grow Carrot to where it is today
[58:42] The “big unlock” that changed everything for him
[01:01:51] Evaluating the value of a business
[01:04:24] Carrot’s buy vs. build decision in acquiring InvestorFuse
[01:11:04] New AI tools that instantly summarize leads and streamline deal flow
[01:12:29] Outro

Guest Links:

Carrot Website: https://carrot.com/
Trevor Mauch Website and Podcast: https://www.trevormauch.com/freedom/
Instagram: https://www.instagram.com/trevor.mauch/
Facebook: https://www.facebook.com/thetrevormauch
YouTube: https://www.youtube.com/@thetrevormauch

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