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Chicago 312: Nine Weeks to Undo Daley's Worst Deal

Jul 30, 2026

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5 min read

Chicago 312: Nine Weeks to Undo Daley's Worst Deal

Plus: 2027 starts now, your car should not drive you to jail, and the AI Lobby that's coming for Illinois.

Chicago Politics

Chicago 312: How the Left Actually Wins the Narrative

Jul 23, 2026

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6 min read

Chicago 312: How the Left Actually Wins the Narrative

The week in Chicago power, for people who still believe the city can work.

Chicago Politics

Chicago 312:  Life Finds a Way

Jul 16, 2026

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6 min read

Chicago 312: Life Finds a Way

The week in Chicago power, for people who still believe the city can work.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: Don't Call It A Data Center

Jul 9, 2026

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5 min read

Chicago 312: Don't Call It A Data Center

The Pritzkers' quantum land grab has a secret data center in it, the budget fight, and the parking meter vote is Monday.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: What does ICE have to do with Chicago's parking meters?

Jul 2, 2026

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3 min read

Chicago 312: What does ICE have to do with Chicago's parking meters?

This week: quantum computers, the biggest rewrite of Chicago tenant law in 40 years, and the parking meter deal.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: Even A24 Can't Make AI Cool
LockSimple

Jun 25, 2026

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5 min read

Chicago 312: Even A24 Can't Make AI Cool

A pause on data centers, Socialist New York keep winning, one less pharmacy on the South Side, the city is suing Airbnb, and more

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: The State Budget in the Era of Trillionaires
LockSimple

Jun 18, 2026

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6 min read

Chicago 312: The State Budget in the Era of Trillionaires

This Week's 312: the attempted return of the Zombie Snap Curfew, the Illinois state budget, taxing the rich (or at least starting with social media companies), and more.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Paint Is Not Infrastructure
LockSimple

Jun 11, 2026

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6 min read

Paint Is Not Infrastructure

This week: A memorial ride, a parking-meter flip, and teen panic that the numbers don't support.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Susana Mendoza Is Also Mad About the Parking Meter Deal
LockSimple

Jun 4, 2026

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6 min read

Susana Mendoza Is Also Mad About the Parking Meter Deal

ICE is still here and still awful, just quieter while Susana Mendoza wants to save you from a City Hall she helped build

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: The Chicago Pope Hates AI and So Does Chicago
LockSimple

May 28, 2026

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6 min read

Chicago 312: The Chicago Pope Hates AI and So Does Chicago

Paul Vallas is FURIOUS about those parking meters, by the way, he just found out

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312:  Parking Meters
LockSimple

May 21, 2026

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6 min read

Chicago 312: Parking Meters

Hey remember James Cappleman?

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312:  Pay No Attention to the Water Bills Behind the Curtain
LockSimple

May 14, 2026

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6 min read

Chicago 312: Pay No Attention to the Water Bills Behind the Curtain

A data center stole 30 million gallons of water, the Obama Center's anti-displacement ordinance was never used once, and Geneva is about to decide whether your boss can keep calling itself an algorithm.

H Kapp-Klote
H Kapp-Klote
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News, narrative, and strategy for people who still believe Chicago can work.


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