Set in the halls of Austen Middle School, a newly single middle-school teacher is covertly set up with a divorced dad after his daughter – one of her students – begins a matchmaking business for a school project she assigned her class.
Unfortunately the movie Playing Cupid is not yet available on HBO Max.
| Directing | David Weaver | Director |
| Writing | Jenny Meyerhoff | Book |
| Writing | Nina Weinman | Teleplay |
| Production | Alexandre Coscas | Executive Producer |
| Production | Caitlin Friedman | Executive Producer |
| Production | Alexander Glua | Executive Producer |
| Production | Michael R. Goldstein | Executive Producer |
| Production | Jef Kaminsky | Executive Producer |
| Production | Iole Lucchese | Executive Producer |
| Production | Shel Piercy | Producer |
| Production | Theresa Piercy | Associate Producer |
| Production | Michael Shepard | Co-Executive Producer |
| Production | Catharine Falcon | Casting |
| Production | Bim Narine | Casting |
| Art | Cherry Collard | Set Decoration |
| Costume & Make-Up | Trish Petrovich | Costume Design |
| Costume & Make-Up | Kathleen Fowlstone | Makeup Department Head |
| Costume & Make-Up | Selena Taylor | Hair Department Head |
| Directing | Mieke Verhelst | Second Unit Director |
| Art | Kelsey Bruce | Lead Set Dresser |
| Art | Craig Spratt | Graphic Designer |
| Art | Erika Ting | Assistant Set Decoration |
| Sound | Tim Crich | Sound Mixer |
| Camera | Mitch Bragagnolo | Grip |
| Camera | Sabrina Burnett | Second Assistant Camera |
| Camera | Laurent Danis | Camera Operator |
| Camera | Michael DeBarros | Dolly Grip |
| Camera | Chrian Gutierrez | Camera Trainee |
| Camera | Doug Lewis | Best Boy Grip |
| Camera | Andrew Neil McKenzie | Key Grip |
| Camera | Jennifer Mynott | Grip |
| Lighting | Daniel Leon Pitts | Gaffer |
| Camera | Anita Toth | First Assistant Camera |
| Camera | Hugh Tull | Still Photographer |
| Costume & Make-Up | Kelsey Baran | Assistant Costume Designer |
| Costume & Make-Up | Donnie Tejani | Truck Supervisor |
| Editing | Karina Villela | Editorial Production Assistant |
| Directing | Warut Boonyaleephun | Script Supervisor |
| Production | Claudia Hernandez Barragan | Assistant Production Coordinator |
| Production | Maggie Davidson | Executive Assistant |
| Production | Marley Emerich | Assistant Production Manager |
| Production | Mieke Verhelst | Coordinating Producer |
| Production | Samantha Wilson | Accountant |
| Production | Ben Silverman | Executive Producer |
| Costume & Make-Up | Himesh Khattar | Costume Set Supervisor |
