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Action Academy | Replace The Job You Hate With A Life You Love

Is This The Death Of AIRBNB? How A Hospitality Operator Is Making MILLIONS Through Direct Bookings w/ Ben Wolff

Action Academy | Replace The Job You Hate With A Life You Love

Brian Luebben

Corporate, Careers, Business, Financial Freedom, Small Business, Entrepreneurship, Biggerpockets, Investing, Millionaire, Real Estate, Passive Income, Alex Hormozi, Commercial Real Estate

5683 Ratings

🗓️ 1 April 2025

⏱️ 61 minutes

🧾️ Download transcript

Summary

Connect with Ben on LinkedIn: https://www.linkedin.com/in/ben-wolff/ Visit Stay Oasis: https://stayoasi.com/ Want To Quit Your Job In The Next 6-18 Months Through Buying Commercial Real Estate & Small Businesses? 👔🏝️ Schedule A Free 15 Minute Coaching Call With Our Team Here To Get "Unstuck" Want to know which investment strategy is best for you? Take our Free Asset-Selection Quiz Check Out Our Bestselling Book : From Passive To Passionate: How To Quit Your Job - Grow Your Wealth - And...

Transcript

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0:00.0

Mr. Ben Wolf, welcome to the podcast. How are you, my friend?

0:03.3

I'm doing well. Thanks for having me. I'm Brian. Appreciate it.

0:05.4

Excited, excited to have an experience here, if you will. Yeah. So I want to hit you with a,

0:10.1

I want to hit you with a statement. I want you to talk me through it because this is not a traditional

0:14.9

podcast episode where we're talking about buying an Airbnb and then another Airbnb next year

0:19.8

and kind of using the revenue snowball to

0:21.9

build a hospitality portfolio. Talk to me about the process of turning a tree house into a $29 million

0:28.4

business. Like, what happened? And how did this go? So, yeah, there's a little more to the story

0:35.0

than one tree house into a $29 million business.

0:38.3

I actually started in commodity Airbnbs, more of like single family homes.

0:41.8

And I built up a management company from eight units to 200.

0:45.3

Most of our inventory was urban.

0:47.5

So it was city properties.

0:48.9

And then when COVID hit, that business dried up overnight, basically, at least for a couple

0:53.0

months.

0:53.5

And that's really what

0:54.5

pushed me into doing something more experiential, a little more aspirational, and what became

1:00.4

my first treehouse hotel, O'Nara. So it was during COVID, I had just gotten off a road trip

1:07.2

with my wife. So for our honeymoon, we did a southwestern U.S. road trip.

1:11.3

We hit like a dozen national parks over a 10 week period. Did RV life. I mean, the whole thing was a

1:16.8

blast. But the RV gaffs, like the DPF filter going out and my boots flying out of the side

1:23.4

compartment in the middle of the highway, like all that stuff we could kind of do without.

...

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