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Jane Jacobs, Milwaukee by Train, and the Seven Levels of Stupidity — I Hope This Helps 👍🏽
The Death and Life of Chicagoand's Malls, some discussion of the Dystopian genre and a reminder to vote on March 17th, 2026 in this edition of I Hope…
Mar 6
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Joshua Woods
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Planning vs Strategy, Tips for riding a Sh*tty Bus & Trail Oriented Development — I Hope This Helps 👍🏽
Happy Black History Month ✊🏾. Commentary on race in planning, a slow light rail line, the difference between plan and strategy, and the Swamp Rabbit…
Feb 11
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Joshua Woods
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What's in✅ and What's Out🚫: 2026 Edition
In 2026, reading, asking why, learning, unlearning and relearning, and Youtube are in ✅. Playing with tax dollars, blame and having an opinion on…
Dec 31, 2025
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Joshua Woods
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Trees🌳, Birds🐦⬛ and the Uselessness of Blame 🫵🏽 — I Hope This Helps 👍🏽
The unique(ly successful) way Montreal governs itself, the value of meaningful regulation, the importance of trees, the uselessness of blame (again…
Dec 23, 2025
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Joshua Woods
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Let's Talk About The Chicago Parking Meter Deal 💸
In 2008, Chicago leased control of its on-street parking meters for a $1.15 billion cash infusion to plug a short-term budget hole. The buyer made $2B…
Dec 14, 2025
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Here's A Bunch of Cool Transit Projects That Just Started Service. Hope This Helps 👍🏽
A streetcar in Kanas City, a true BRT line in Miami, and rail extensions in Dallas and Honolulu. A lot of cool transit projects just opened, and I'm…
Nov 11, 2025
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On Transit Interiors, Emotional Intelligence, and the Art of Listening — I Hope This Helps
A crash course in railcar design from Alstom, ADU success and shenanigans in Chicago, a refresher on Emotional Intelligence, listening and transit…
Oct 8, 2025
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Good Transit In Akron, Neoride and the Northern Illinois Transit Authority. I Hope This Helps 👍🏽
A story of Good transit in Akron, how Neoride is advancing transit in the Midwest, a Chicagoland transit update, elite projection and imposter syndrome…
Sep 22, 2025
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Fault vs Preventability, and an Update on Lincoln Yards. Hope This Helps 👍🏽
Also, bioremediation, design theory, taste as a measure of intelligence, and frogs in this week's edition of I Hope This Helps👍🏽
Aug 27, 2025
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Integrated Transit and Thoughts on the Future of Chicago's Transit System in I Hope This Helps 👍🏽
Integrated Transit from Via, how CTA can avoid a transit death spiral, electric buses and attention economies in this week's edition of I Hope This…
Aug 18, 2025
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Bus Bunching, Urban Design and a Response to Guerilla Urbanism
DIY crosswalks in LA (and how to respond to them), Urban Design by William H. Whyte and an explainer on Bus Bunching in this week's edition of I Hope…
Aug 6, 2025
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Chicago Wards, Aldermanic Prerogative and a City Charter?
We take a deep dive into how Chicago functions, looking at wards, aldermen and aldermanic prerogative in this edition of I Hope This Helps👍🏽
Jul 29, 2025
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