SherryBaby follows a single mother, Sherry (Maggie Gyllenhaal), as she tries to reconnect with her daughter after spending time in prison. To Sherry's surprise, but not the viewers, reconnecting is much tougher than she anticipates. Mainly due to the fact that her daughter has been raised by Sherry's brother and his wife for most of her life. It also does not help that Sherry is a recovering drug addict. Who is always one step away from falling back into old habits.
This film has all the typical clichés of a "TV Movie of the Week." There are even allusions to an event in Sherry's childhood that may have led her down this troubled road. Yet the funny thing is, the film still works. All the credit has to go to Maggie Gyllenhaal, whose performance alone makes the film far better than it really should be. You may not like Sherry, but Gyllenhaal makes sure that you at least understand how Sherry sees the world. Yes, the film would have been better served with a more original plot. Yet, I still highly recommend the film based on Gyllenhaal's work alone.