
Straight Up Chicago Investor
Business & Economics Podcasts
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.
Location:
United States
Description:
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.
Language:
English
Episode 434: Interesting Lease Renewal Statistics and Strategies with Mark Ainley
Duration:00:13:51
Episode 433: Chicago Building Code Violations with Zack Limbaugh
Duration:00:54:34
Episode 432: Strategic Chicago House Hacking with Zach Posey
Duration:00:49:44
Episode 431: What You Need To Know About Real Estate Professional Status with Mike Procaccio
Duration:00:17:32
Episode 430: From Flipping Neighborhood Warehouses to Multifamily Rentals: Rapid REI Growth with Reed Meyer
Duration:00:50:31
Episode 429: Opportunity Zones & Tax Credits For Chicago Investors with Darryl Jacobs
Duration:01:08:47
Episode 428: Updates To The 2026 Lease and Other Recent Legal Changes With Mark Ainley
Duration:00:14:07
Episode 427: 2026 Chicago Real Estate Forecast: Trends, Risks, and Opportunities with Jake Fugman and Mike Scanlon
Duration:01:13:36
Episode 426: Reshaping Suburban Woodstock with Jessica Erickson
Duration:00:49:14
Episode 425: Benjamin Stef - Unlock Equity in Your Investment Property with Little Known HELOC Options
Duration:00:17:04
Episode 424: Chicago Foreclosure Market with Top REO Agent Ryan Smith
Duration:00:55:00
Episode 423: Fire, Squatters, and Drugs! When Your $100k Chicago Investment Goes To Zero with Jonathan Klemm
Duration:00:59:10
Episode 422: Mark Ainley Shares Why He's Excited for Chicago's 2026 Market
Duration:00:08:32
Episode 421: Alec Greenberg Scales to Chicago Multifamily from Day 1
Duration:00:58:12
Episode 420: The Chicago Permitting Process with Tom Shallcross
Duration:00:45:48
Episode 419: What You Need to Know to Determine Section 8 Rental Amounts With Mark Ainley
Duration:00:12:50
Episode 418: Zeke McDonald-Lewis Reviews Cook County Eviction Process for Chicago Landlords
Duration:01:00:40
Episode 417: 4 Chicago Companies, 800 Doors, & 20 Years! Here's What Actually Worked with Niko Apostal
Duration:01:07:08
Episode 416: Mark Ainley Explains Three Red Flags When Screening Tenants
Duration:00:12:02
Episode 415: Lawrence Dunning Breaks Down Chicago Neighborhoods and New Construction 3 Flats
Duration:00:59:11