The latest work from the singular Joe Swanberg is a film co-written by Jake Johnson and himself called Win It All.

The trailer promises a caper with a guy who just can’t stop making impulsive, bad decisions that just happens to come into possession of money that isn’t his. Keegan-Michael Key, Joe Lo Truglio, and Aislinn Derbez round out the cast for what might be both a charming comedy and one of Swanberg’s most plot-driven works to date.

Watch the trailer for Win It All here then look for it on Netflix on Friday, April 7th.