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 Woodstock's downtown redevelopment plan and also speaks to city corridors with development opportunities. Jessica explains "infill" sites, metrics for successful developments, and strategic planning of developments to allow for future adaptive reuse. Throughout the show, Jessica demonstrates a passion for sustainable developments that enhance the quality of life for the residents of Woodstock!

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Guest: Jessica Erickson, City of Woodstock

Link: Jessica's LinkedIn

Link: Woodstock Comprehensive Plan

Link: The Prof G Pod (Podcast Recommendation)

Link: Heartland Realtor Organization (Network Referral)

Guest Questions:

02:13 Housing Provider Tip - Utilize water shut off valves at vacant properties to prevent issues!

03:52 Intro to our guest, Jessica Erickson!

09:14 Jumping into Economic Development in Woodstock, IL.

16:50 Woodstock's downtown redevelopment plan.

23:44 Breaking down "infill" sites.

25:54 Measuring successful developments.

29:28 Redevelopment opportunities in Woodstock.

31:27 Future-proofing development sites.

38:41 Closing remarks on the upside of Woodstock!

43:12 Woodstock's competitive advantage?

43:39 One piece of advice for new investors.

44:33 What do you do for fun?

44:55 Good book, podcast, or self development activity that you would recommend?

45:48 Local Network Recommendation?

46:16 How can the listeners learn more about you and provide value to you?

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Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2026.

Episode 426: Reshaping Suburban Woodstock with Jessica Erickson

Straight Up Chicago Investor

Episode 426: Reshaping Suburban Woodstock with Jessica Erickson