Holly Robinson Peete Billie Blessings Actor Rick Fox Ian Guest Star Karen Robinson Cassandra Guest Star Al Roker Al Roker Guest Star, Writer, Executive Producer Anna Van Hooft Tiffany Guest Star Jesse Moss Phil Guest Star David James Lewis Lance Guest Star Ben Wilkinson Rudy Guest Star Lauren K. Robek Gretchen Guest Star Tom Butler Divoss Guest Star Greg Rogers Maurice Guest Star David Paetkau Hawk Guest Star Brittney Wilson Lucy Lane Actor Claire Smithies Nurse, Bar Woman, Prep Chef Actor Kelly-Ruth Mercier Mother Actor Dee Jay Jackson Joey Simmons Actor Cameron Bancroft Victor Anderson Actor Milah Thompson Emma Actor Nancy Brent Neighbor, Delivery Woman Actor, Actor Kevin Fair Director Terry Ingram Director Shelley Evans Writer Andy Mikita Director Amber Benson Writer Orly Adelson Executive Producer, Producer Harvey Kahn Producer, Executive Producer Allen Lewis Executive Producer Jason Macintyre Associate Producer Michael Shepard Executive Producer Hamish Thomson Original Music Alison Grace Film Editor Jackie Lind Casting Tyler Walzak Cinematographer Mykhila Drummond Set Decoration Valerie Halverson Costume Design