Afraid of becoming your parents? Dr. Rick comes to the rescue, smartly satirizing a generational divide Actor Bill Glass plays Dr. Rick, a therapist who helps young homeowners avoid becoming their parents, in a series of TV commercials for Progressive insurance. (Progressive) Published April 04. 2021 12:01AM Ashley Fetters, The Washington Post Get the weekly rundown Email* Where were you when you first got Dr. Ricked? I was on my couch, chuckling blissfully along at the Progressive insurance commercial where a millennial-aged homeowner tries to "coach" an annoyed plumber fixing a pipe under the sink. That's when Dr. Rick, an older, mustachioed mentor on the scene, gently pulls the homeowner away and reminds him that plumber is the expert here: "You hired him."