Jan 15, 2026
Jessica Erickson, Director of Economic Development for the City of Woodstock, joins us to discuss development news and opportunities in Woodstock, IL!
Jessica starts with her backstory on moving from Denver to Chicagoland and ultimately taking a role in Economic Development for the City of Woodstock. She breaks down...
Jan 13, 2026
Do you need a HELOC on your investment property?
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Connect with Mark and Tom: StraightUpChicagoInvestor.com
Guest: Benjamin Stef, NEXA Mortgage
Email the Show: StraightUpChicagoInvestor@gmail.com
Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com
Have a...
Jan 8, 2026
Ryan Smith, top producing agent specializing in REO properties, returns to provide an update on the state of the Chicagoland foreclosure market heading into 2026!
Ryan starts with an overview on the foreclosure process and expectations when getting into a foreclosure transaction as a buyer. He provides tips on...
Jan 1, 2026
Jonathan Klemm of Quality Builders returns to discuss refinements in his General Contracting business and investment strategy since his last appearance!
Jonathan starts by explaining partnership pitfalls to avoid based on recent changes within his business. He gets vulnerable by discussing a multifamily investment on...
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: