What ‪he‬ Learned from His WORST Year in Real Estate

Wealthy Way

Ryan Pineda

Business, Entrepreneurship

4.8 • 2.1K Ratings

🗓️ 21 November 2025

⏱️ 15 minutes

🔗️ Recording | iTunes | RSS

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Summary

In this powerful and brutally honest conversation, we dive deep into one of the wildest real estate collapse stories you’ll ever hear. From having 40 properties stolen through a loophole, to catastrophic permitting battles, shady STR managers, blown 1031 exchanges, escrow failures, six-figure losses, betrayal from partners and employees, and a heartbreaking breakup on top of it all—this episode exposes the dark side of real estate investing that nobody talks about. If you’ve ever wondered wha...

Transcript

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0:00.0	I want to talk about real estate and business and some of the things because I know behind the scenes, you know, you, others have gone through a lot of tough things. And obviously, leaving the show being one of the things. Can you talk about like what it's been like going through such a season?
0:21.1	I mean, that leaving the show was like the cherry on the top of a terrible Sunday.
0:26.3	It's been just thing after thing after thing going wrong. So I'll try to give you an overview and
0:31.5	I'm going to miss a lot of it. But about two and a half years ago, somebody figured out how to
0:36.8	steal title to about 40 properties
0:38.6	that I owned in Florida.
0:40.6	Whoa.
0:41.1	Successfully stole them, sold them to other people as a wholesaler.
0:45.9	I found out about it, got the police involved.
0:48.3	They caught the guy.
0:49.6	He was convicted.
0:50.5	But during that process, basically I lost control of the properties and the majority of them were turned into trap houses, drug homes, prostitution, stole all my copper, stole my air conditioning units.
1:04.2	Like the whole thing went to hell.
1:05.9	So when I finally got those properties back, they were just in terrible shape.
1:09.7	The tenants hadn't been paying rent because they had all left when the guy showed up at the house to try to get rent from them instead of me. And I had to sell them all to a hedge fund before someone else could steal them because the state of Florida said, hey, we can't stop this from happening again. What? Yes. It's just a thing in Florida. It's a glitch in their website that manages the legal entities. It hasn't
1:28.2	had to do with the county assessor's office that manages title. So basically, their website had a
1:32.9	glitch in it where you could go in and you could add yourself as a registered agent of that LLC,
1:40.2	which gave you some authority now if you could pay off a not ordery or something to legal,
1:44.0	not you're doing it illegally
1:45.1	but the title would legally be moved to your entity then you go register that with the county and boom
1:50.1	that title's yours now so holy molly i had a judgment issued in my favor from this but it was
1:54.6	catastrophic financially and i had two people i just hired to work for me that both had to quit
	...

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