Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by 'lesbian-curious' Helen Cooper, a thirtysomething art gallerist.
Unfortunately the movie Kissing Jessica Stein is not yet available on HBO Max.
| Directing | Charles Herman-Wurmfeld | Director |
| Writing | Heather Juergensen | Writer |
| Writing | Jennifer Westfeldt | Writer |
| Camera | Lawrence Sher | Director of Photography |
| Sound | Marcelo Zarvos | Original Music Composer |
| Editing | Kristy Jacobs Maslin | Editor |
| Editing | Greg Tillman | Editor |
| Art | Charlotte Bourke | Production Design |
| Production | Susie Farris | Casting |
| Costume & Make-Up | Melissa Bruning | Costume Design |
| Production | Jennifer Westfeldt | Co-Producer |
| Production | Heather Juergensen | Co-Producer |
| Production | Brad Zions | Producer |
| Production | Eden Wurmfeld | Producer |
| Production | Mark Pincus | Associate Producer |
| Production | Kaye Popofsky | Associate Producer |
| Production | Steven Firestone | Associate Producer |
| Art | Tema L. Staig | Art Direction |
| Production | Matt Janes | Line Producer |
| Directing | Kate Drennen | Script Supervisor |
| Camera | Hope Wurmfeld | Still Photographer |
