Such is the case with Sherrybaby, the feature debut of Laurie Collyer. A simple tale of one woman's attempts to re-connect with her young daughter, Sherrybaby Movie Info. After serving time in prison, former drug addict Sherry Swanson (Maggie Gyllenhaal) returns home to reclaim her young daughter from family members Amazon.com: Sherrybaby : Maggie Gyllenhaal, Ryan Simpkins, Sam Bottoms, Ethan Smith, Jeb Brody, Lemore Syvan, Marc Turtletaub, Laurie Collyer: Movies & TV. Sherrybaby is a 2006 American drama film written and directed by Laurie Collyer. It stars Maggie Gyllenhaal, Brad William Henke, Kate Burton, Giancarlo EspositoSherrybaby Poster. Three years after entering prison for robbery as a 19-year-old heroin addict, Sherry Swanson (Maggie Gyllenhaal) begins her first day of Sherrybaby: Directed by Laurie Collyer. With Maggie Gyllenhaal, Michelle Hurst, Sandra Rodríguez, Anna Simpson. Sherry tries to integrate again into society Sherrybaby is a 2006 American drama film written and directed by Laurie Collyer. Screened at the Sundance Film Festival on January 25, 2006, the film