Abby McEnany stars as a fictionalized version of herself in the new Showtime series Work In Progress. On Showtime, Abby is a 45-year-old overweight queer dyke from Chicago who plans to commit suicide in 180 days if her life doesn’t get any better. Can she become a work in progress before it’s too late? In real life, McEnany is still queer and based in the Windy City, but a little bit older and happier, thanks in part to her longtime involvement in Chicago’s improv comedy community — she’s been a mainstay of improv Olympic’s weekly improv group Virgin Daiquiri for the past decade. That group’s alums include SNL stars Aidy Bryant and Cecily Strong. McEnany created Work In Progress with another Chicago improviser, Tim Mason, and they independently filmed the pilot, premiering it in January 2019 at Sundance. Showtime picked it up to series, and Lilly Wachowski came on board as a co-writer and showrunner. Abby walks me through all of those progressions, both personal and professional, so let’s get to it!