Episode 402: Looking At Chicago Investing Differently with Jason Wagner

Sep 25, 2025

01:01:02

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

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

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Jason shares why he chose to invest in Chicago’s northwest side and how he’s achieved success in that area. He breaks down assumable loans and 2-1 buydowns including how these tools can be leveraged to improve an asset’s ROI! Jason discusses the power of the data he compiles in the Wagner Report and how investors can utilize it for a competitive edge. He closes with bullish remarks on Arlington Heights and powerful advice for new, aspiring investors!

If you enjoy today’s episode, please leave us a review and share with someone who may also find value in this content!

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Connect with Mark and Tom: StraightUpChicagoInvestor.com

Email the Show: StraightUpChicagoInvestor@gmail.com

Guest: Jason Wagner, Greystone Realty

Link: SUCI Ep 224 - Jason Wagner

Link: Real Life Investing with Jason & Rachel Wagner (Podcast)

Link: Wagner Report

Link: The 5 Types of Wealth (Book Recommendation)

Link: SUCI Ep 244 - Ryan Bakke

Guest Questions

02:36 Housing Provider Tip - Ensure utilities are put back in your name in between tenant turnovers!