Straight Up Chicago Investor

By 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.

  1. 1.
    Episode 89: My Tenants Stole My Car; The Chicago House Hack from Hell with Joey Pochinskas
    43:16
  2. 2.
    Episode 88: You Can’t Get Any More Chicago Than This - First-Generation American Sal Becovic and his 2,000 Rogers Park Units
    43:51
  3. 3.
    Episode 87: Straight Up Tues Tip 11
    18:19
  4. 4.
    Episode 86: Self Storage - No Toilets or Tenants - with Chicag Expert Fernando Angelucci
    58:04
  5. 5.
    Episode 85: Bigger Pockets Host and Expert Investor David Greene Visits Straight Up Chicago Investor
    1:13:47
  6. 6.
    Episode 84: Straight Up Tues Tip 10
    12:53
  7. 7.
    Episode 83: How to Acquire, Fund, and Develop Distressed Properties in Chicago
    45:43
  8. 8.
    Episode 82: Flipping Houses in Chicago’s Northwest Side
    48:23
  1. 9.
    Episode 81: Straight Up Tues Tip 9
    9:41
  2. 10.
    Episode 80: Real Estate Investing 101 in Naperville with Josh Mitchell
    35:21
  3. 11.
    Episode 79: “I Got A Guy” - Keys to Building a Strong Chicago Network with Gary Davidson
    50:43
  4. 12.
    Episode 78: Straight Up Tues Tip 8
    11:15
  5. 13.
    Episode 77: Screening, Operating, And Understanding Chicago’s West Side
    48:44
  6. 14.
    Episode 76: Big Business Processes Make a Powerful Small Business with Jonathan Klemm
    44:56
  7. 15.
    Episode 75: Straight Up Tues Tip 7
    7:42
  8. 16.
    Episode 74: Investing for Intergenerational Wealth in Evanston with Jaimie Steinher of Essex Realty
    40:16
  9. 17.
    Episode 73: Understanding the Cost and Maintenance of Chicago Porches with Mr. Porch
    47:10
  10. 18.
    Episode 72: Straight Up Tues Tip 6
    14:26
  11. 19.
    Episode 71: The Illinois REALTORS’ Advocacy for Housing Providers and Why Chicagoland Investors Should Care
    42:19
  12. 20.
    Episode 70: What’s Around the Corner in the Chicago Real Estate Market with Ryan Smith
    53:17
  13. 21.
    Episode 69: Straight Up Tues Tip 5
    8:50
  14. 22.
    Episode 68: Chicago MultiFamily Apartment Investing With Lee Kiser
    47:35
  15. 23.
    Episode 67: Chicagoland Rehab Financing Without Using Hard Money or 203k Loans
    52:18
  16. 24.
    Episode 66: Straight-Up Tues Tip 4
    8:24
  17. 25.
    Episode 65: Figuring Out the Short Sale Process and Other Non-Traditional Closes with Gina Diaz
    44:45
  18. 26.
    Episode 64: King of Chicagoland; Easy Makes You Soft
    1:01:18
  19. 27.
    Episode 63: Straight-Up Tues Tip 3
    7:39
  20. 28.
    Episode 62: How a Single Mom Created A Real Estate Empire Across Chicagoland
    37:24
  21. 29.
    Episode 61: Understanding the Economics and Risks of Chicago’s Pension Crisis
    56:28
  22. 30.
    Episode 60: Straight-Up Tues Tip 2
    13:17
  23. 31.
    Episode 59: Chicago’s Very Own Cost Segregation Expert - Kevin Cawley
    42:52
  24. 32.
    Episode 58: Multi Family Investing in Chicago’s Northwest Side with Gloria Weikert
    45:44
  25. 33.
    Episode 57: Straight-Up Tues Tip 1
    11:13
  26. 34.
    Episode 56: Fighting for Good Chicago Housing Policy with Kris Anderson
    45:58
  27. 35.
    Episode 55: Understanding The Diverse Opportunities and Multiple Pockets of Elgin
    45:08
  28. 36.
    Episode 54: Traveling West of the West Loop, and Other Areas of Chicago that Top Producing Agent Lumi Ispas Shares is Bullish On
    49:59
  29. 37.
    Episode 53: CHA Section 8 Roundtable - Part 1
    59:08
  30. 38.
    Episode 52: Saving Thousands of Dollars With the Appropriate Tax Strategy and Deductions
    42:52
  31. 39.
    Episode 51: Becoming "Brick Rich" on the Northside; Owning 74 Doors by Age 29
    53:20
  32. 40.
    Episode 50: Building a Chicago Empire with Andrew Holmes
    57:50
  33. 41.
    Episode 49: Moving Fast and Weathering Storms with Investor and ClickInvest Co-Founder Rosario Terracciano
    56:48
  34. 42.
    Episode 48: The Doctor of Motor Row - David Shifrin
    41:29
  35. 43.
    Episode 47: Building Generational Wealth Through 1031 Exchanges with Lauren Speidel
    48:55
  36. 44.
    Episode 46: Why Invest in Smaller Multifamily Properties in the North and Northwest Suburbs of Cook County - Anthony Citriglia
    39:52
  37. 45.
    Episode 45: Community Investment Corporation (CIC) - Chicago’s Non for Profit Lender, with Jack Crane
    45:23
  38. 46.
    Episode 44: Understanding The Intricacies of Various Mortgage Products With Chris Puleo
    44:36
  39. 47.
    Episode 43: Househacking, Scaling, and Large Multifamily Deals With one of Chicago’s Best Power Couples
    51:34
  40. 48.
    Episode 42: Understanding Both the Updated RTLO and ADU Ordinance with Bob Floss
    53:23
  41. 49.
    Episode 41: What We Learned in 2020 and What’s On the Docket for SUCI
    36:03
  42. 50.
    Episode 40: Navigating Chicago’s Eviction Process with Tom Raleigh
    43:22

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