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Straight Up Chicago Investor
Straight Up Chicago Investor
426 episodes
2 days ago
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.
Show more...
Investing
Business,
Careers
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All content for Straight Up Chicago Investor is the property of Straight Up Chicago Investor and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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.
Show more...
Investing
Business,
Careers
Episodes (20/426)
Straight Up Chicago Investor
Episode 424: Chicago Foreclosure Market with Top REO Agent Ryan Smith
5 days ago
55 minutes

Straight Up Chicago Investor
Episode 423: Fire, Squatters, and Drugs! When Your $100k Chicago Investment Goes To Zero with Jonathan Klemm
1 week ago
59 minutes 10 seconds

Straight Up Chicago Investor
Episode 422: Mark Ainley Shares Why He's Excited for Chicago's 2026 Market
2 weeks ago
8 minutes 32 seconds

Straight Up Chicago Investor
Episode 421: Alec Greenberg Scales to Chicago Multifamily from Day 1
2 weeks ago
58 minutes 12 seconds

Straight Up Chicago Investor
Episode 420: The Chicago Permitting Process with Tom Shallcross
3 weeks ago
45 minutes 48 seconds

Straight Up Chicago Investor
Episode 419: What You Need to Know to Determine Section 8 Rental Amounts With Mark Ainley
4 weeks ago
12 minutes 50 seconds

Straight Up Chicago Investor
Episode 418: Zeke McDonald-Lewis Reviews Cook County Eviction Process for Chicago Landlords
1 month ago
1 hour 40 seconds

Straight Up Chicago Investor
Episode 417: 4 Chicago Companies, 800 Doors, & 20 Years! Here's What Actually Worked with Niko Apostal
1 month ago
1 hour 7 minutes 8 seconds

Straight Up Chicago Investor
Episode 416: Mark Ainley Explains Three Red Flags When Screening Tenants
1 month ago
12 minutes 2 seconds

Straight Up Chicago Investor
Episode 415: Lawrence Dunning Breaks Down Chicago Neighborhoods and New Construction 3 Flats
1 month ago
59 minutes 11 seconds

Straight Up Chicago Investor
Episode 414: Mark Ainley Breaks Down Chicago Suburb Rental License Must Knows
1 month ago
42 minutes 41 seconds

Straight Up Chicago Investor
Episode 413: Cost Seg Deadlines and Utilizing the Phased Approach with Cost Seg Kev
1 month ago
15 minutes 46 seconds

Straight Up Chicago Investor
Episode 412: Luke Helliker Leverages the ADU Process & Learns Many Lessons
2 months ago
1 hour 13 minutes 42 seconds

Straight Up Chicago Investor
Episode 411: Shawn Good Creates Opportunity with Off Market Deals
2 months ago
59 minutes 41 seconds

Straight Up Chicago Investor
Episode 410: How to Make Your Offer More Attractive to Sellers with Mark Ainley and Tom Shallcross
2 months ago
18 minutes 35 seconds

Straight Up Chicago Investor
Episode 409: How to Generate Direct to Seller Off-Market Deals with Eli Goodman
2 months ago
48 minutes 27 seconds

Straight Up Chicago Investor
Episode 408: Chicago Suburb Land Development with Jim Paul
2 months ago
1 hour 4 minutes 48 seconds

Straight Up Chicago Investor
Episode 407: How to Take Advantage of the Different Zoning Labels in Chicago
2 months ago
20 minutes 7 seconds

Straight Up Chicago Investor
Episode 406: How to Quit Your W2 After 1 House Hack with Moises Correa
2 months ago
1 hour 3 minutes 8 seconds

Straight Up Chicago Investor
Episode 405: $1 Billion in Real Estate Sales with Chicago Podcaster Joe Smazal
3 months ago
1 hour 5 minutes 37 seconds

Straight Up Chicago Investor
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.