About

Funny You Should Care is a live comedy series that blends sketch, improv, and conversation to explore the civic issues shaping life in Chicago from transit and Healthcare to housing, safety, and public space.

The premise is simple:

If these topics affect our everyday lives, we should be able to talk about them in a way that’s smart, funny, and human.

Each show pairs original comedy with a short on-stage interview (about 10–15 minutes) featuring local leaders, advocates, and experts. The goal isn’t to turn policy into a lecture, but to make make complex issues accessible, relatable, and grounded in real experience.

What makes it different

  • Comedy first. Sketches and improv do the heavy lifting. the interview is a conversation, not a panel.

  • Serious topics, unserious delivery. We use humor to lower defenses and open people up, not to mock or scold.

  • Experts as humans. Guests get questions in advance and are supported to show up as themselves, not as talking points.

  • Chicago-centered. These shows are rooted in local issues, local voices, and local stakes.

Past shows & guests

Our previous run, Save Chicago Transit, featured interviews with:

  • CTA Acting President Nora Leerhsen

  • State Rep. Eva-Dina Delgado

  • State Rep. Mary Beth Canty

  • State Sen. Graziela Guzman

  • Better Streets Chicago

  • Active Transportation Alliance

Previous runs featured guests from

  • Physicians for a National Health Care Program

  • Chicago Food sovereignty Coalition

  • Association of international comedy educators (AICE)

The show was covered by the Chicago Tribune and Streetsblog Chicago for its unique mix of civic engagement and comedy.

Why comedy?

Because a system that only works when everyone is perfectly informed, perfectly calm, and perfectly polite is a bad system.

Comedy helps people:

  • stay engaged with difficult topics

  • hear ideas they might normally tune out

  • recognize themselves — their fears, frustrations, and contradictions — without shame

We believe laughter isn’t a distraction from civic life. It’s often the entry point.

Who it’s for

  • Curious Chicagoans

  • People who care, even if they’re conflicted

  • Leaders who want to reach the public without jargon

  • Anyone who’s ever thought: “Why does this feel so broken?”

Come laugh. Learn something. Leave thinking differently.