Taxes December 17, 2025
Citadel Leaves Chicago Tower as City Alarmed by ‘Job Killer’ Tax
The Chicago City Council opposes the so-called head tax, which the city's former mayor, Rahm Emanuel, once called a “job killer.”
Taxes December 9, 2025
Chicago Mayor Tweaks Head Tax Plan to Target Bigger Companies
Mayor Brandon Johnson proposed a new version of his head tax Tuesday, now pushing a $33-per-employee monthly tax on companies with over 500 Chicago employees.
Taxes December 2, 2025
Chicago Mayor Says Attacks Against His Proposed Head Tax ‘Would Make Donald Trump Blush’
Mayor Brandon Johnson on Tuesday signaled that he will continue digging his heels in on his controversial head tax proposal rather than seek to reconcile with a rebellious City Council.
Taxes November 18, 2025
Chicago Mayor’s Head Tax Plan Defeated in Council Committee Vote
Chicago aldermen voted down Mayor Brandon Johnson’s 2026 budget in a Monday committee vote, a historic display of rebellion against the freshman mayor who has been struggling to shore up support for his controversial head tax.
Taxes November 12, 2025
Chicago Mayor Floating Change to Head Tax Proposal, Sources Say
Mayor Brandon Johnson’s team has been floating a change to his corporate head tax proposal that would increase the minimum size of companies affected from 100 to 200 employees.
Taxes November 11, 2025
Chicago Alderman Yells at Gov. JB Pritzker Over Opposition to Mayor’s Head Tax Plan
Southwest Side Alderman Byron Sigcho-Lopez stopped Pritzker after a Veterans Day ceremony on Tuesday, demanding the Illinois governor explain how he would “tax the rich.”
Taxes November 10, 2025
High Stakes for Chicago Mayor Brandon Johnson’s Progressive Agenda in Head Tax Push
Having already failed to deliver other key tenets of his ambitious tax-the-rich wish list, the head tax is a watershed moment for Johnson and his allies.
Taxes November 3, 2025
Chicago City Council Majority Objects to Mayor Reinstating Head Tax
The 28 aldermen said they were “gravely concerned” about what Mayor Brandon Johnson’s pitch for a monthly $21-per-employee tax on larger companies would do for job growth and businesses leaving Chicago.
Taxes October 21, 2025
Illinois Gov. JB Pritzker Says He Opposes Head Tax in Chicago
Pritzker has come out in opposition to the reinstated $21-per-employee “head tax” on larger businesses that Chicago Mayor Brandon Johnson has proposed to raise an estimated $100 million to help balance the city's budget.
Taxes October 17, 2025
Chicago Mayor Pitches Head Tax Revival in 2026 Budget He Says Targets the ‘Ultra-Rich’
After a bold corporate payroll tax hit legal snags, Brandon Johnson pitched his $21-per-employee tax on corporations as the next frontier in his largely-stalled economic agenda.
Taxes July 29, 2025
Corporate Head Tax on Table to Fix Chicago Budget, Mayor Says
Mayor Brandon Johnson on Tuesday pointed to a handful of tax-the-rich options he might consider to balance Chicago’s next budget, among them a corporate head tax.