A City That Works
Conor Durkin, Richard Day, Daniel Koslovsky, Katrina Wheelan, Alex Montero, Josh MarkPolicy analysis and ideas on how to make Chicago work better.
| Platform |  | Pricing | Only free issues | Publishes | Daily |
|---|---|---|---|---|---|
| Issues | 192 | Founded | 6 years ago | Last Issue | 2 days ago |
| Active | |||||
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citythatworks.substack.comLatest Issues
Introducing our housing dashboard
A couple new events to announce:
- October 30th | A Conversation with Susana Mendoza. Susana Mendoza is the current Illinois Comptroller and is now running for Mayor. Join us at Dovetail Brewery from 5:30 to 7:30pm for a conversation wit...
It doesn’t have to be this hard to finance affordable housing
Adam Drakulic is the Co Founder of Chicago Growth Project. He also helped start Abundant Housing Illinois’s Legislative Lab.
A City That Works has already documented the high cost of Low Income Housing Tax Credit (LIHTC) housing in Chicago...
Confronting Chicago’s multi-layered housing crisis
- October 15th (Today!) | A School Board that Works: Join State Senator Lakesia Collins and candidates Jessica Biggs (Board President), Anthony Hargrove (District 5B), and Isaiah White (6A) for a conversation with A City That Works readers...
A 60% threshold to approve debt issuance is a good idea
October 15th | A School Board that Works: Join State Senator Lakesia Collins and candidates Jessica Biggs (Board President), Anthony Hargrove (District 5B), and Isaiah White (6A) for a conversation with A City That Works readers about the u...
The city dug up the street. Why didn’t they also fix the curb?
- October 15th | A School Board that Works: Join State Senator Lakesia Collins and candidates Jessica Biggs (Board President), Anthony Hargrove (District 5B), and Isaiah White (6A) for a conversation with A City That Works readers about the...
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Authors
The writers behind this newsletter.
Mostly transit, housing and state capacity. Always Chicago. Opinions here are my own, and don’t reflect the views of employers, past, present or future.
UChicago MPP Candidate | Household Finance and Housing Policy | Analysis and Evaluation
Alex Montero is the chairperson of Strong Towns Chicago, an all volunteer advocacy group focused on housing, street safety, and transit.
Josh lives in Paris, France, where he works on affordable housing. From 2019 until January 2026, he oversaw infrastructure and transportation in Ald. Martin's 47th Ward office in Chicago.
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