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| Photo courtesy reader EK |
Right around the time former Alderman James Cappleman was elected in 2012, however, homeless encampments under the viaducts became a thing. Nearly overnight, people who slept outside were provided tents by homeless 'advocates' and encouraged to relocate under the viaduct.
For Cappleman's opponents, the tent cities were a perfect political tool.
You could make the Alderman look bad to local residents and visitors by having a large organized collection of homeless residents under a major viaduct, with trash, open drug and alcohol use and public sex.
If anyone dared to say that the camps were a public safety issue, you could criticize those people as being anti-homeless. (Eds: read the comments on that story)
If the Alderman questioned social service agencies and good samaritans who facilitated the tent encampments and de-prioritized housing efforts, you could criticize the Alderman as being opposed to homeless people.
It was win-win-win.
In 2017 things came to a head when the City and State tried to rehabilitate the viaducts. Groups closely aligned with the current Alderwoman filed a lawsuit to prevent the rehabilitation.
During the lawsuit, the City offered the ninety-seven (97) tent encampment residents two years worth of free housing. Local 'activists' encouraged them to refuse the offer, and most did. The residents ultimately lost the battle in Federal Court, with a judge ruling moving the encampment was a legitimate governmental purpose and having a tent encampment was not protected "free speech," as the activists had argued.
Construction started in fall 2017 and led to reopening of the viaducts in 2018.
That's where we pick up our story.
Groups aligned with Alderwoman Clay opposed the inclusion of bike lanes in the renovated viaducts, with op-eds arguing that the bike lanes were "defensive architecture" intended to prevent homeless from moving back into the viaduct, and surprise (!) criticizing Alderman Cappleman for allowing the bike lanes to be installed.
And so it went, with homeless advocates and people in the greater Helen Shiller-Angela Clay universe criticizing the bike lanes installed by the City and State as anti-homeless architecture.
Despite the new bike lanes, the homeless returned. Fire after fire after fire after fire followed. We knew Alderman Cappleman was trying to address the situation, and we asked why the City would allow a public safety hazard to continue in April 2022. CDOT and the Chicago Fire Department both determined that it was unsafe for people to continue to live under the viaducts, but once again 'advocates' encouraged the homeless to remain.
When Angela Clay took office in 2023, nothing changed. Tents remained under the viaduct, and new tent cities popped up both east and west of DuSable Lake Shore Drive. Tents under the viaduct caught fire and exploded in 2023, 2024 and 2025. These were met with effective silence and a shrug from Alderwoman Clay's office. New layers of white paint were used to cover up the burn marks.
But then some strange things happened.
Tents magically disappeared from the Lawrence Viaduct in early 2025. Some of the Lawrence tents moved to Wilson. In one of our trips to the beach in the summer of 2025 we counted 18 tents.
Then, all of a sudden, in the fall of 2025, at a time when homeless would normally move back under the viaduct, there were ZERO tents in the viaducts. Wilson was completely free of tents for the first time since Alderman Cappleman was elected 13 years earlier.
This of course got our Spidey-senses tingling! Was there a breakthrough in rehousing people? Nothing made sense, until....
WE REALIZED IT WAS RE-ELECTION SEASON!
Of course!!! The tents curiously disappeared and Angela Clay and Leni Manaa-Hoppenworth all of a sudden started doing news hits and social media thingies and tried to look real busy.
And the coup-de-grace?
In a sign of the reelection times, the 46th Ward got very nice signs (like the one above), memorializing that there are bike lanes AND pedestrian lanes under the viaducts. Wow! Who knew!?
From backing federal lawsuits to supporting homeless encampments across from Target to trying to preserve parking lots to this new neighborhood beautification, it's been a long strange trip for the greater Shiller team, which includes Alderwoman Clay and her allies.
But who cares about principle when you can pretend to be doing something to get reelected?









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