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 55: Understanding The Diverse Opportunities and Multiple Pockets of Elgin
    45:08
  2. 2.
    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
  3. 3.
    Episode 53: CHA Section 8 Roundtable - Part 1
    59:08
  4. 4.
    Episode 52: Saving Thousands of Dollars With the Appropriate Tax Strategy and Deductions
    42:52
  5. 5.
    Episode 51: Becoming "Brick Rich" on the Northside; Owning 74 Doors by Age 29
    53:20
  6. 6.
    Episode 50: Building a Chicago Empire with Andrew Holmes
    57:50
  7. 7.
    Episode 49: Moving Fast and Weathering Storms with Investor and ClickInvest Co-Founder Rosario Terracciano
    56:48
  8. 8.
    Episode 48: The Doctor of Motor Row - David Shifrin
    41:29
  1. 9.
    Episode 47: Building Generational Wealth Through 1031 Exchanges with Lauren Speidel
    48:55
  2. 10.
    Episode 46: Why Invest in Smaller Multifamily Properties in the North and Northwest Suburbs of Cook County - Anthony Citriglia
    39:52
  3. 11.
    Episode 45: Community Investment Corporation (CIC) - Chicago’s Non for Profit Lender, with Jack Crane
    45:23
  4. 12.
    Episode 44: Understanding The Intricacies of Various Mortgage Products With Chris Puleo
    44:36
  5. 13.
    Episode 43: Househacking, Scaling, and Large Multifamily Deals With one of Chicago’s Best Power Couples
    51:34
  6. 14.
    Episode 42: Understanding Both the Updated RTLO and ADU Ordinance with Bob Floss
    53:23
  7. 15.
    Episode 41: What We Learned in 2020 and What’s On the Docket for SUCI
    36:03
  8. 16.
    Episode 40: Navigating Chicago’s Eviction Process with Tom Raleigh
    43:22
  9. 17.
    Episode 39: Scaling a Multi-Million Dollar Real Estate Business in Chicago
    48:57
  10. 18.
    Episode 38: Can’t Find Deals on the MLS? The Cook County Land Bank has Hundreds of Distressed Properties Waiting for Investors
    56:55
  11. 19.
    Episode 37: The NBOA - Your Ally and Voice as a Chicagoland Housing Provider
    45:37
  12. 20.
    Episode 36: Inaugural SUCI Thanksgiving Episode - What to be Thanking for in Chicago
    42:13
  13. 21.
    Episode 35: Diving into Belmont Cragin, North Austin, and the Northwest Side Building Coalition with Jon Womack
    41:27
  14. 22.
    Episode 34: Hustling From a Househacker to over 40 Units in the Western Burbs in 2 Years!
    44:00
  15. 23.
    Episode 33: Block by Block in Bronzeville and Kenwood with Ted Stratman
    52:47
  16. 24.
    Episode 32: The Streets and Boulevards of Logan Square and Its Surrounding Neighborhoods with Luke Blahnik
    44:54
  17. 25.
    Episode 31: Understanding and Appealing Property Taxes in Cook County
    49:00
  18. 26.
    Episode 30: What You Need to Know to Successfully Invest in Aurora
    43:29
  19. 27.
    Episode 29: Revitalizing Pullman with Chicago Neighborhood Initiative (CNI)
    42:53
  20. 28.
    Episode 28: How to Buy Bank-Owned Properties in Chicago
    55:05
  21. 29.
    Episode 27: Taking It Down to the Bricks in Pilsen and Little Village
    40:40
  22. 30.
    Episode 26: Neal Bawa's Thoughts on Chicago, Opportunity Zones, and Current Economic Conditions
    46:21
  23. 31.
    Episode 25: Out of State Investing Mistakes in the Chicago Market and How to Avoid Them with Kathy Fettke
    56:43
  24. 32.
    Episode 24: The In's and Out's of Chicago Real Estate Transactions with Attorney Chance Badertscher
    45:40
  25. 33.
    Episode 23: Breaking Down South Side Neighborhoods with Chicago's Highest Producing Broker, Noah Birk
    43:08
  26. 34.
    Episode 22: Investing and Underwriting the Outer Northside with Matt Fritzshall
    50:00
  27. 35.
    Episode 21: Leveraging an Architect for Chicago Permits, Building Violations, & Nonconforming and Illegal Units, with Prashanth Mahakali
    48:48
  28. 36.
    Episode 20: Great Areas in Chicago To Purchase 2-4 Units with Jake Fugman
    46:59
  29. 37.
    Episode 19: Top 10 Mistakes We See From Chicago Investors - with Eric Workman of Renovo Financial (Part 2)
    52:32
  30. 38.
    Episode 18: Top 10 Mistakes We See From Chicago Investors - with Brandon Moulton of Renovo Financial (Part 1)
    42:29
  31. 39.
    Episode 17: Legal Pitfalls to Avoid As A Chicago Real Estate Investor - With Bibek Das
    54:01
  32. 40.
    Episode 16: Northside Property Manager/Investor Breaks Down Types of Investors and Receivership Opportunities
    41:53
  33. 41.
    Episode 15: From Househacking in North Center to $90M in Real Estate Holdings with John Casmon
    55:38
  34. 42.
    Episode 14: Multifamily Investing in the Southwest 'Burbs with Brian Kochendorfer
    36:12
  35. 43.
    Episode 13: Consistent and Disciplined Action to Arrive at 70 Units in Dupage County with Ben Walhood
    42:14
  36. 44.
    Episode 12: Investment Opportunities in The Far Northwest Chicago Suburbs with Joe Mueller
    49:43
  37. 45.
    Episode 11: The Boss of the Southeast, Jared Kott
    41:19
  38. 46.
    Episode 10: 80 Off-Market Leads Calling YOU Each Month with Blake McCreight
    44:50
  39. 47.
    Episode 9: Dominating the Western Suburbs With John Warren
    43:36
  40. 48.
    Episode 8: Working a 9-5 While Building a Robust Real Estate Operation with Ibn Abney
    39:27
  41. 49.
    Episode 7: Over 500 Rehabs on the Southside of Chicago with Bryan Sonn
    44:05
  42. 50.
    Episode 6: 250+ Properties and 1% Vacancy in Lake County with Bill Powers
    29:45

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