Straight Up Chicago Investor
by Straight Up Chicago Investor
July 17, 2025 8:00 pm
Are you a real estate investor in Chicago or someone looking to invest in the Chicagoland Market? If so, this podcast is for you! We break down the neighborhoods, different sides of the city, and surrounding suburbs so you can understand the uniqueness of investing in Chicago real estate. The hosts and guests are Chicago investors and Property Managers who are making it happen in and around the Windy City. We share information, winning strategies, obstacles, success stories, and most importantly, lessons learned. If you are looking for ground level information and want to learn what has worked and not worked in Chicago, you are in the right place.
Recent Episodes
Episode 387: This Is How You Make Money In Chicago In Your Early 20s with Alex Diaz
2 days agoEpisode 386: How to Invest in DuPage County with Katie and Rob Hayes
1 week agoEpisode 385: What is a Demand Letter and How to Handle Receipt of a Demand Letter
2 weeks agoEpisode 384: From Cold Calling to Billions of Dollars in Loans Originated with Jake Clopton
2 weeks agoEpisode 383: From Chemist to Chicago’s “Bow Tie” Attorney w/Mahmoud Faisal Elkhatib
3 weeks agoEpisode 382: What Investors Need to Know About Built to Rent Opportunities in Chicago
4 weeks agoEpisode 381: How Chicago’s Powerhouse Lender Renovo Financial Was Built with Kevin Werner
4 weeks agoEpisode 380: Innovation in Modular Housing With Rory Rubin
1 month agoEpisode 379: Preparing Your Property To Add an ADU
1 month agoEpisode 378: How Wonderful Togbey Built a 20-Unit Portfolio Against the Odds
1 month ago