Nathan Adloff has worked on several Chicago-based independent films with friends and colleagues. He has directed two Jury Prize winning shorts "Untied Strangers" (2008) and "Irregular Fruit" (2009). He co-wrote "Backflip", a script about an overweight 12-year-old girl obsessed with gymnastics. He has also co-created a new episodic mockumentary series pilot "Bad Sides", about four friends holding auditions for their new independent film, in which he also directs and stars in. In June 2011, Nathan directed the feature film "Nate & Margaret", starring Natalie West (from TV's "Roseanne"), Tyler Ross & Gaby Hoffmann ("200 Cigarettes", "Now and Then") about two unlikely best friends. Nathan acts in Joe Swanberg's "Young American Bodies" (hosted on IFC.com) and was in Frank V. Ross's "Audrey The Trainwreck". His first leading role in the film, "Blackmail Boys", won Best Narrative Feature and the Audience Choice Award in 2010's Shout! Birmingham Film Festival (a branch of the Sidewalk Moving Pictures Festival). It also won a Special Jury Prize in the Indie Memphis Film Festival for "it's combination of genre mix and playful indie spirit". In 2011, it screened in Philadelphia QFest and the Newfest LGBT Film Festival in NYC. "Blackmail Boys" is being distributed by TLA Releasing.
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Nate, a 19 year old film student, and Margaret, a 52 year old spinster, are best friends in an odd, quirky, totally working kind of way... until Nate's audacious classmate Darla sets him up on a date with James. Nate's new life shakes apart his friendship with Margaret, just as she is trying to start a career as a stand-up comedian.