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Straight Up Chicago Investor

Dec 30, 2025

Is now a good time for me to purchase in Chicago?

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Connect with Mark and Tom: StraightUpChicagoInvestor.com

Guest: Mark Ainley, Straight Up Chicago Investor Podcast

Email the Show: StraightUpChicagoInvestor@gmail.com

Properties for Sale on the North Side?  We want to buy them. Email:


Dec 25, 2025

Alec Greenberg is the Principal of Base 3 Development and has vast experience developing and stabilizing multifamily assets!

Alec explains how he transitioned from the corporate real estate world to a more entrepreneurial position at Base 3 Development. He describes how he “stretched” out of his comfort zone by...


Dec 18, 2025

SUCI Podcast Co-Host Tom Shallcross is today’s special guest and breaks down everything you need to know about architectural plans and permits in Chicago!

Tom discusses when you need plans and permits for a project and when it’s appropriate to engage an architect. He shares the best way to optimize timelines to...


Dec 16, 2025

How do I navigate the rent determination process for Section 8 applicants in Chicagoland?

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Connect with Mark and Tom: StraightUpChicagoInvestor.com

Guest: Mark Ainley, Straight Up Chicago Investor Podcast

Email the Show: StraightUpChicagoInvestor@gmail.com

Properties for Sale on the North Side?  We want to...


Dec 11, 2025

Zeke McDonald-Lewis is an attorney at Erwin Law who specializes in real estate evictions and civil litigation!

Zeke starts by breaking down the first steps in handling a non-paying tenant including the appropriate steps for delivering a 5-day notice. He gets granular on the eviction process timeline and dos/don’ts to...