
(This piece was written Jan. 2025 and published on The Triibe)
Dear Mayor Brandon Johnson,
Do you remember getting your classroom ready before starting your first year of teaching? Thinking about the placement of every poster, every anchor chart, every seating arrangement and putting up bulletin boards. Wondering, what will the students be like? It’s a magical and terrifying feeling; having to remind yourself that you are highly qualified, and that you have degrees and certifications. You had your internship experience as a student teacher, where you still needed to reach out to experienced teachers for guidance. But even then, the questions and doubts probably crept in — will I be able to do this?
I imagine before you officially took office in 2023, you had similar feelings about becoming mayor. Maybe you looked around and thought, “Damn, I really just got elected to be mayor with the support and help of so many people in this great city.” You tasked experts in all forms of city policy to craft your transition plans. You picked your advisors, and when things slowed down at night or in the early morning, perhaps you asked yourself, “will I be able to do this?”
During your first year as mayor, you came out like a first year teacher with high energy and lots of excitement. You passed historic legislation in Chicago. You ended subminimum wage for tipped workers, began the work to reopen mental health clinics, and expanded paid time off for workers. You followed your campaign promise to end the flawed Shotspotter program, revived the city’s department of the environment, and you were the deciding vote in calling for a ceasefire in Gaza.
In that first year, you let people know that your policies would be people centered, unlike the policies of recent past mayors Richard M. Daley, Lori Lightfoot and Rahm Emanuel. The people who elected you were happy; the people who didn’t vote for you got angry.
Now you’re navigating year two of your term. Just like year two of teaching, things are harder. The shine of year one has faded away. And you still haven’t figured out exactly how to be as effective as possible yet. Having a Chicago Public Schools (CPS) CEO who has been fired, yet suing over the termination as he refuses to leave does not help.
In teaching, as long as you show the students that you care and show up to work every day to connect and teach, the students are on your side.
Unfortunately, our society is not like that. You are the enemy to the machine politics of Chicagoand scary to the status quo.
You are a Black father with a beautiful Black wife, raising three beautiful children on the West Side of Chicago. That fact alone makes some people automatically not like you. You are educated. You are a former teacher and you care deeply about this city. You send your children to public schools. Your wife comes to all the school conferences.
You disrupt their stereotype of what it means to be a Black man from the West Side of Chicago.
Those who hate you are angry because you center people and policies that benefit normal Chicagoans. This change of focus counters how our city has been run.
The attacks on you this year have been intense and you have made some major missteps that didn’t help. Your approval rating is low. In short, the first semester of year two is kicking your butt.
But just like in teaching, Mayor Johnson, you can turn this ship around with some adjustments in your approach: lean into trusted advisors, and revisit your transition plans and goals (these are your curriculum and unit maps).
I remember sitting with you at a dinner table about eight months before you were elected. You were cracking jokes and being brilliant. You were down to Earth and had a vision. The pressures have clearly changed since then, but we need you to lead the way you envisioned leading. We need you to lead with logic, to lean into the hard, and convey love.
The people who elected you are looking for you to fight. We need you to stand up to President Trump. We need you to fight for our students and transform our public school system. We need you to continue to show that safety isn’t through more police but investment in communities. We need you to hold weekly press conferences. We need you to staff your team right. We need you to make City Hall a place where your team, while dealing with insane levels of stress, wants to be.
We need you to pick the right people for your media team. Make people have no choice but to trust you. We need to see you and hear you, so we can rally for you again.
We need you to start making a comeback now.
You are under attack because you represent a different America. One led by a teacher. One led by an organizer. One led by a Black dad, son of a pastor from the West Side.
You’ve become a proxy for the Chicago Teachers Union. The CTU has become a proxy for all the racist misogynists out there.
There’s nothing wrong with fighting for public education, for housing, for regular people. That’s why we elected you. We need you to lean into those things! We need you to lead like an experienced teacher, who has heard and seen it all.
Sincerely,
Dave Stieber
P.S. Take time to talk to the local media. The vast majority of them deserve the chance to ask you questions and you owe that to the residents of our city as well.
Published via The Triibe in Jan. of 2025 and viewable here

