My Best Flip Was a Failed Flip: Why Rentals Are Piggy Banks, Not Paychecks
Wealthy Way
Ryan Pineda
4.9 • 2.2K Ratings
🗓️ 28 January 2026
⏱️ 10 minutes
🧾️ Download transcript
Summary
One deal. Three phases. Zero cash flow. A failed flip turned rental, then sold years later for a massive appreciation win. This episode breaks down why rentals don’t pay you monthly, why “passive income” is mostly a myth, and why wholesaling is the lowest-risk way to make real money right now.
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About Ryan Pineda:
Ryan Pineda has been in the real estate industry since 2010 and has invested in over $100,000,000 of real estate. He has completed over 700 flips and wholesales, and he owns over 650 rental units. As an entrepreneur, he has founded seven different businesses that have generated 7-8 figures of revenue.
Ryan has amassed over 2 million followers on social media and has generated over 1 billion views online. Starting as a minor league baseball player making less than $2,000 a month, Ryan is now worth over $100 million. He shares his experiences in building wealth and believes that anyone can change their life with real estate investing.
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Transcript
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| 0:00.0 | Ironically, some of my best flips were failed flips that turned into rentals that turned |
| 0:05.6 | into flips. |
| 0:06.2 | So I got this property in Summerland. |
| 0:08.1 | I bought it for 525, 4,000 square feet. |
| 0:12.6 | I mean, sick house. |
| 0:14.1 | And I put like 100 something into it. |
| 0:17.0 | Didn't sell. |
| 0:17.9 | I'm like, screw it. |
| 0:19.1 | Back then, this was seven, six, seven years ago, I could at least break even legitimately. |
| 0:25.7 | I was like, yeah, you know what? |
| 0:27.0 | I'll just break even and sit on it. |
| 0:28.6 | Yeah. |
| 0:28.8 | So I break even, sit on it for all these years. |
| 0:32.0 | And then finally, I was like, you know what? |
| 0:35.0 | It's like doubled, you know, throughout COVID and all this stuff. And so ended up selling it for like 1.2 or something. Mm-hmm. And so it was great. Made no money, you know, during the five years of holding it. Yeah. But the appreciation was the money. Exactly. And I think that's like the whole sub to creative finance crave. We haven't talked about that, but like you could buy a property where the owner just like lets you pay off their arrears, whatever they, you know, whatever they're behind on the property or what maybe $5,000. I've seen that. People walk away from a house with $5,000 and they just let you take over the mortgage and have title. |
| 1:14.7 | Those properties work. |
| 1:17.8 | But right now, not the last five years. |
| 1:21.5 | Right now, even those properties, they don't rent out where they make sense. |
| 1:26.3 | So you're actually losing money if you do a traditional rental. |
| 1:30.4 | So that's why they pitch you on co-living and stuff like that or Airbnb. |
| 1:34.4 | Yeah, because the traditional rental will not make money. |
| 1:36.5 | Yeah. |
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