Main • Kevin Iso as Kevin, a broke painter from the South, struggling to figure out how to make a living. However, he keeps bumping his head. In the first season, he lives on Dan's couch and delivers food for a local roti shop. •
Dan Perlman as Dan Joseph, a fish-out-of-water public school teacher with a fondness for Xanax. Dan handles chronic depression and an unlikely new stepdad, Kareem, with the help of partner-in-crime, Kevin. In the first season, he also works as the equipment manager and one-time coach for his high school basketball team, the Beauford Delaney Pigeons. •
Hassan Johnson as Drew Hill, a bold and direct man who is extremely protective of his loved ones. Drew's demands come into conflict with the livelihoods of both Kevin and Dan. • Kristin Dodson as Zayna Bien-Aime, Drew’s niece. She’s strong and independent and one of Dan’s outspoken high school students. • Kareem Green as Kareem, an uncompromising, confident alpha male. Kareem owns and operates Kareem's Larry's Bike Shop in Flatbush. He serves as Dan’s self-appointed guide to the neighborhood, excitedly claiming his role as Dan’s new stepdad.
Recurring •
Maria Bamford as Maria, Dan's mom. Weird, upbeat, with mental health issues, Maria was emotionally dependent on Dan when Dan was a kid. When the series begins, Maria is now happier than she's ever been now that she's with new husband, Kareem. Maria's newfound joy with Kareem is confusing to Dan. • Kerry Coddett as Jasmine • Sharlene Cruz as Jess • Napoleon Emill as Blue, Drew's friend and business associate. Blue is always playing video games and hopes to be a professional Untitled Goose Game player. •
Jackie Fabulous as Miss Venestine •
Sticky Fingaz as Anthony, Zayna's father. •
Sam Jay as Georgia, Kevin's older sister. Georgia is a successful music producer, who is the clear favorite to Kevin and Georgia's parents. • Alyssa Limperis as Sydney, a Narcotics Anonymous participant who befriends Dan. • Zuri Reed as Dami, a high school student and Zayna's best friend in the first season. Dami is the daughter of a Nigerian nurse and a Haitian minister. Dami does not appear in the second season, as it's revealed that her parents sent her to live in Africa for the year. • Yamaneika Saunders as Dr. Flowers, Dan's therapist. Dr. Flowers has no patience for Dan. She knits during sessions and shouts at Dan when he doesn't follow her advice. •
Lenny Venito as Franklin, Dan's sponsor in Narcotics Anonymous. •
Zoe Winters as Nancy, the administrator of the No Negro Left Behind Art Fellowship. Nancy is in charge of Kevin's art fellowship in the second season. She lacks self-awareness and views herself as an ally to the black community. •
Roy Wood Jr. as Principal Douglass, the Principal at Beauford Delaney High School. Douglass has little energy for Dan's missteps, but has few other staffing options, so he begrudgingly tolerates Dan.
Guest •
Greer Barnes as Lawyer • Joyelle Johnson as Nneka • Cody Kostro as Terry •
Ali Siddiq as Bishop •
Dan Soder as Ben == Episodes ==