Special Guest Stars Brett Goldstein as Louis Winston Damon Wayans Jr. as Derrick #2 Guest Stars Rachel Stubington as Summer Holtan Devin Kawaoka as Charlie Wendie Malick as Dr. Julie Baram Gavin Lewis as Connor Bishop Lily Rabe as Meg Courtney Taylor as Courtney Vernee Watson as Phyllis Neil Flynn as Raymond Nora Kirkpatrick as Kellie Co Starring Kenajuan Bentley as Tim Logan Charles Carter as Graham Trey Santiago-Hudson as Jorge Edgar Blackmon as Eddy Mimi Fletcher as Jane Ashley Nicole Black as Nikki Markus Silbiger as Matthew Matt Mitchell as Will Adrienne Lewis as Aliyah Cheryl Francis Harrington as Derrick #2's Aunt Tori Kostic as Nanny #3 Philly Wenderoth as Nanny #4 Michael Coleman as Manager Roni Geva as Nanny #2 Cindy Nguyen as Nanny #1 Drew Hernandez as Security Guard
