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Mayor Johnson’s power struggle intensifies, affecting development pipeline

Chicago Housing Authority feud, transit agency vacancy expose cracks in his leadership ahead of reelection push

Mayor Brandon Johnson, Chicago Public Schools' Macquline King, Chicago Transit Authority's Nora Leerhsen and Chicago Housing Authority's Matthew Brewer

Mayor Brandon Johnson may have finally secured a permanent leader at Chicago Public Schools, but the political headaches tied to his control over the city’s most powerful sister agencies are only intensifying.

The City Council’s approval of CPS CEO Macquline King last week closed a 15-month leadership saga that saw board resignations, internal clashes and public skepticism about Johnson’s management style. According to the Chicago Tribune, the same week brought a fresh escalation in a separate fight — this time at the Chicago Housing Authority — underscoring a broader pattern of friction across City Hall’s orbit.

At CHA, Johnson is attempting to override the board’s decision to install Keith Pettigrew as CEO, after previously pushing former Alderman Walter Burnett, a close ally, for the role. The result is a deepening standoff with interim board chair Matthew Brewer, who has defended the selection process and dismissed the mayor’s objections as last minute interference. The clash spilled into public view in recent weeks, with Johnson declaring actions under Brewer “invalid,” and Brewer countering that the search followed a rigorous, mayor-approved framework.

The dispute carries tangible real estate implications. CHA oversees one of the nation’s largest public housing portfolios, and leadership instability threatens to slow development pipelines, capital planning and public-private partnerships critical to Chicago’s affordable housing strategy. A prolonged vacuum could ripple into dealmaking and investor confidence tied to subsidized housing, according to the publication. 

Coinciding with the CHA turmoil, the Chicago Transit Authority remains without a permanent president more than a year after its last leader departed. Johnson has yet to nominate a long-term replacement despite backing from some transit advocates for interim head Nora Leerhsen. According to the outlet, the delay comes as a state overhaul of regional transit governance looms, potentially limiting the mayor’s unilateral appointment power if he waits too long.

The overlapping leadership gaps have turned routine board appointments into political flashpoints. Council hearings on transit nominees have devolved into personal clashes, while allies and critics alike question the administration’s vetting process and timing. What were once largely procedural approvals under prior mayors, according to the publication, have become contentious tests of Johnson’s governing approach.

Johnson, for his part, has framed the discord as healthy debate rather than dysfunction, contrasting it with the more centralized leadership style of predecessors like Rahm Emanuel. But even some progressive allies have begun to question whether the mayor is drifting toward the same top-down instincts he campaigned against.

The uncertainty is more than political theater for real estate and other related industry watchers. CPS, CHA and CTA collectively shape billions of dollars in capital spending, land use decisions and development opportunities, according to the outlet. Leadership churn at the top of those agencies can stall projects, complicate negotiations and inject risk into already challenging underwriting environments.

With reelection chatter beginning to surface, Johnson’s ability to stabilize these agencies may prove as consequential as any single policy win.

Eric Weilbacher

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