314 Episodes

  1. Episode 62: How a Single Mom Created A Real Estate Empire Across Chicagoland

    Published: 5/13/2021
  2. Episode 61: Understanding the Economics and Risks of Chicago’s Pension Crisis

    Published: 5/6/2021
  3. Episode 60: Straight-Up Tuesday Tip 2 - Rosario Terracciano Answers "What are some common mistakes that cause investors to overpay for an investment property?"

    Published: 5/4/2021
  4. Episode 59: Chicago’s Very Own Cost Segregation Expert - Kevin Cawley

    Published: 4/29/2021
  5. Episode 58: Multi Family Investing in Chicago’s Northwest Side with Gloria Weikert

    Published: 4/22/2021
  6. Episode 57: Straight-Up Tuesday Tip 1 - Eric Workman Answers "How does an acquisition lender structure my financing when I'm looking to flip a property?"

    Published: 4/20/2021
  7. Episode 56: Fighting for Good Chicago Housing Policy with Kris Anderson

    Published: 4/15/2021
  8. Episode 55: Understanding The Diverse Opportunities and Multiple Pockets of Elgin

    Published: 4/8/2021
  9. Episode 54: Traveling West of the West Loop, and Other Areas of Chicago that Top Producing Agent Lumi Ispas Shares is Bullish On

    Published: 4/1/2021
  10. Episode 53: CHA Section 8 Roundtable - Part 1

    Published: 3/25/2021
  11. Episode 52: Saving Thousands of Dollars With the Appropriate Tax Strategy and Deductions

    Published: 3/18/2021
  12. Episode 51: Becoming "Brick Rich" on the Northside; Owning 74 Doors by Age 29

    Published: 3/11/2021
  13. Episode 50: Building a Chicago Empire with Andrew Holmes

    Published: 3/4/2021
  14. Episode 49: Moving Fast and Weathering Storms with Investor and ClickInvest Co-Founder Rosario Terracciano

    Published: 2/25/2021

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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.