
A Lot Has Gone Wrong With His Rentals…But He Still Thinks Real Estate Is Worth It With Ari Rubin (Ep 573)
5/12/2026
0:00
22:46
Ari Rubin has been investing in rental properties long enough to know that eventually, something is going to go wrong. Really wrong. But despite dealing with nightmare situations that would make a lot of investors quit, Ari says it’s all been worth it.
On this episode, Ari shares some of the craziest situations he’s dealt with as a landlord and investor. He talks about a contractor he didn’t hire who broke into one of his properties, demolished the kitchen, and planned to move into the house himself. He also shares the story of a “professional tenant” who moved in and never paid rent, and a property where he spent $60,000 on renovations only to discover a major foundation issue that caused the entire house to shift just six months later.
We also talk about a property Ari almost bought that had a dangerously unsafe deck built by the tenant, so bad that contractors didn’t even want to tear it down.
Ari shares another unbelievable tenant story involving someone who turned the backyard into a giant litter box.
Throughout the episode, Ari explains how he handled these situations, what he learned from them, and why he still believes rental properties are one of the best ways to build wealth despite all the challenges.
https://rentalincomepodcast.com/episode573
Thanks To Our Sponsors:
Ridge Lending Group - Making the investment mortgage process simple and stress-free. Sign up for a free 30-minute investor strategy session.
Revenued - Get working capital for your rentals quickly with a line of credit.
Flock Homes - Retire from real estate investing and landlording (whether it’s one problem property or your whole portfolio) through a 721 Exchange.
Rental Accounting Software Made Easy. Free 30 Day Trial.
On this episode, Ari shares some of the craziest situations he’s dealt with as a landlord and investor. He talks about a contractor he didn’t hire who broke into one of his properties, demolished the kitchen, and planned to move into the house himself. He also shares the story of a “professional tenant” who moved in and never paid rent, and a property where he spent $60,000 on renovations only to discover a major foundation issue that caused the entire house to shift just six months later.
We also talk about a property Ari almost bought that had a dangerously unsafe deck built by the tenant, so bad that contractors didn’t even want to tear it down.
Ari shares another unbelievable tenant story involving someone who turned the backyard into a giant litter box.
Throughout the episode, Ari explains how he handled these situations, what he learned from them, and why he still believes rental properties are one of the best ways to build wealth despite all the challenges.
https://rentalincomepodcast.com/episode573
Thanks To Our Sponsors:
Ridge Lending Group - Making the investment mortgage process simple and stress-free. Sign up for a free 30-minute investor strategy session.
Revenued - Get working capital for your rentals quickly with a line of credit.
Flock Homes - Retire from real estate investing and landlording (whether it’s one problem property or your whole portfolio) through a 721 Exchange.
Rental Accounting Software Made Easy. Free 30 Day Trial.
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