314 Episodes

  1. Episode 202: Challenging Househacks with Sewer Lines, Evictions, and Gangs…Oh My! with Ben Sussman

    Published: 3/2/2023

  2. Episode 201: Owning Property in Your Personal Name or LLC

    Published: 2/28/2023

  3. Episode 200: Which Chicago Neighborhoods are Hot and Which are Not?

    Published: 2/23/2023

  4. Episode 199: Lincoln Yards: A Sterling Bay Project Transforming Chicago

    Published: 2/16/2023

  5. Episode 198: 2023 Tax Strategies for Chicagoland Real Estate Investors with Michael Procaccio

    Published: 2/9/2023

  6. Episode 197: Four Mistakes To Avoid When Underwriting Multifamily Properties

    Published: 2/7/2023

  7. Episode 196: Going A-to-Z on a Sight Unseen Purchase and Gut Renovation in Cicero with John Warren

    Published: 2/2/2023

  8. Episode 195: Building $300k in Networth through House Hacking (And Listening To The Straight Up Chicago Investor Podcast 😁) with Victoria Barkate

    Published: 1/26/2023

  9. Episode 194: Understanding Chicago Garages with Vince Sliwa

    Published: 1/24/2023

  10. Episode 193: The 2023 Guide to The Chicago Eviction Process with Jessica Ryan

    Published: 1/19/2023

  11. Episode 192: Scaling Up In Albany Park, Lincoln Square, and Ravenswood with Nick Yassan

    Published: 1/12/2023

  12. Episode 191: Understanding Your Insurance Premium and Potential Money Saving Credits

    Published: 1/10/2023

  13. Episode 190: Everything Chicago Investors Need to Know About Logan Square with Luke Blahnik

    Published: 1/5/2023

  14. Episode 189: How To Underwrite Chicago Multifamily Buildings with Essex Director Rick Ofman

    Published: 12/29/2022

  15. Episode 188: Forewarn - A Powerful Tool to Validate Personal Information and Criminal History (and it's free for most Chicago agents!)

    Published: 12/27/2022

  16. Episode 187: Department of Housing Commissioner Marisa Novara; Moving Chicago Forward

    Published: 12/22/2022

  17. Episode 186: CEO Scott Trench Pulls Back The Curtain at BiggerPockets

    Published: 12/15/2022

  18. Episode 185: What Chicago Investors Need to Know About the Updated FHA Limits

    Published: 12/13/2022

  19. Episode 184: Overseeing $8 Billion in Real Estate Transactions with Chicago Local Collete English Dixon

    Published: 12/8/2022

  20. Episode 183: Forty-Six Years of Chicago Real Estate Knowledge with Pioneer Vince DePaul

    Published: 12/1/2022

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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.