Bill Glass - Actor, 'Dr. Rick' from Progressive Insurance episode artwork

EPISODE · Feb 20, 2026 · 53 MIN

Bill Glass - Actor, 'Dr. Rick' from Progressive Insurance

from Chicago Unscripted · host Joe Donlon

The doctor is in. Born in Arlington Heights, Bill Glass has become a cultural phenomenon as 'Dr. Rick' who helps keep people from becoming their parents. Bill talks about his journey from Kansas University through the lean years performing at Second City. We surprise him with a message from his friend Eric Stonestreet, talk about his love of golf, ask if his mustache is real, and if Joe might need a Dr. Rick intervention.

Episode metadata supplied by the publisher feed · Published Feb 20, 2026

Embed this episode

Ready to play

Bill Glass - Actor, 'Dr. Rick' from Progressive Insurance

0:00 53:38

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

Frequently Asked Questions

How long is this episode of Chicago Unscripted?

This episode is 53 minutes long.

When was this Chicago Unscripted episode published?

This episode was published on February 20, 2026.

Can I download this Chicago Unscripted episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.
URL copied to clipboard!