All Episodes
Episodes
Chicago’s New Rental Proposals: PRO vs. FAIR — What Would Actually Change?
Chicago is considering two competing proposals that could change the rules for renters and housing providers: the Protecting Renters Ordinance (PRO) and the Fair and Accountable Illinois Rental Ordinance (FAIR).
But...
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These Celebrities Were Evicted Before They Were Famous — What Happened Next?
Long before the success, fame and careers we know today, the celebrities in this episode faced something millions of people can relate to: housing instability, including eviction.
In this episode of Rental Problems...
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Is Real Estate Investing Still Worth It?
After almost two decades of investing in real estate, I've dealt with fires, theft, repairs, insurance problems, financing challenges, contractors, tenant issues, and plenty of moments when I've wondered whether all...
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Can You Evict a Tenant for Hoarding?
I thought I knew the solution when I discovered severe accumulation and sanitation concerns inside an apartment: lease violation, call the attorney, start the eviction process.
Then I learned the situation could be...
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The Water Wouldn't Stop...Then the Plumber Disappeared
What would you do if water was pouring through multiple apartments, and neither the building shutoff nor the city shutoff would stop it?
What started as a small puddle became nearly 3 days of water, city crews, the...
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Why Is Property Insurance Getting So Expensive?
What happens when property insurance stops feeling like a normal operating expense and starts changing whether the investment still works?
After seeing premiums climb and then receiving a quote of roughly $40,000, I...
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The Deadliest Porch Collapse in U.S. History: What Went Wrong?
In 2003, a late-night party in Chicago ended when two levels of rear wooden porches collapsed, killing 13 people and injuring dozens more. I remember hearing about it and wondering two things: Why were so many people...
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Think 2008 Type Real Estate Deals Are Gone? I'll Show You They're Not in 12 Minutes
Can you still find a real estate deal that works in today's market?
Housing prices are higher. Interest rates have changed. Renovation costs have increased. And if you're comparing today's opportunities to what...
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The Fire Ended. The Hard Part Didn't.
A fire at one of my properties started in a single apartment.
We thought it was over.
Then the building caught fire again.
What followed was nearly a year of recovery — damaged apartments, insurance claims, securing a...
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Would You Catch These Fake Documents Before Renting Your Property?
Everything looked fine... until I started asking questions.
Fake pay stubs.
Questionable tax documents.
Employment that couldn't be verified.
In today's world, fraudulent rental applications are becoming more...
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What Would You Do If Police Surrounded Your Property Before a Showing?
I thought I was meeting another agent for a routine property showing.
Instead... the street was blocked off by police.
What happened next reminded me that real estate is about much more than buildings. Sometimes the...
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The Day an Entire Appliance Truck Disappeared
One move-in.
One phone call.
And suddenly, an entire appliance delivery truck had disappeared. In this episode of Rental Problems Solved, I share the unbelievable story of a delivery that went completely off the...
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