Episode 51: Becoming "Brick Rich" on the Northside; Owning 74 Doors by Age 29


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By Mark Ainley and Tom Shallcross and Straight Up Chicago Investor. Discovered by Player FM and our community — copyright is owned by the publisher, not Player FM, and audio is streamed directly from their servers. Hit the Subscribe button to track updates in Player FM, or paste the feed URL into other podcast apps.

Would you trade salary for knowledge? John Westbrook spent time straight out of college working for one of Chicago’s largest property managers to build-up his foundational knowledge of the industry.

John has since transformed this knowledge into a substantial portfolio of multifamily buildings on the Northside. John explains how he plans for the long-term with his rehabs, appreciates previously gutted buildings, and focuses on the end users experience to differentiate his investments (it’s much more than numbers on a spreadsheet).

John also shares the importance of finding mentors and how his partnerships have catapulted him to success. If you enjoy today’s episode, please leave us a review and share us with someone who may also find value in this content.

Connect with Mark and Tom: StraightUpChicagoInvestor.com

Email the Show: StraightUpChicagoInvestor@gmail.com

Guest: John Westbrook of Logan Square Real Estate Broker | @properties

Sponsor: ShowDigs Sponsor: Appeal.tax Monthly Tip: Renovo Financial Link: Luke Blahnik - Chicago Real Estate Broker | @properties Link: Muros | A Global Art Activation Agency Link: Bigger Pockets Link: The E-Myth Revisited: Why Most Small Businesses Don't Work and What to Do About It


Guest Questions

Intro. 9:30

What are some key things you learned while working for such a large landlord? 13:20

Did you ever consider buying smaller buildings rather than larger buildings? 14:30

What are some neighborhoods you’re active in? 16:00

What are you looking for on a deal in Humboldt Park? 17:45

When you got artwork commissioned, did you need to get permissioned for it? 25:30

What would you tell someone who owns a 3 unit in terms of financing? 32:10

Walk us through this large multi family. 33:50

How do you estimate how long it will take to rehab a large building? 38:20

What can you tell us about west humboldt park? 42:30

Wrap Up Questions

What is your competitive advantage? 45:33

What is one piece of advice you’d give to a new investor? 46:23

What do you do for fun? 47:30

What is a good self development activity you would recommend? 49:20

Quality resource 50:10

How can we reach you? 50:50

That’s our show. Thanks for listening to another great episode!

If you want to make the most of your investment, connect with us at https://www.gcrealtyinc.com/.


Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2021.

68 episodes