Mad Men creator Matthew Weiner wrote the script and will make his feature directorial debut with the project. The site reports that he was in pre-production on the movie last year, which had Jennifer Aniston, Bradley Cooper and Zach Galifianakis attached to star at that time. The production was put on hold since it conflicted with the Mad Men shooting schedule. Now Jack Black, Matt Dillon and Renée Zellweger are all on board to replace the previous cast, with an offer out to Rachel McAdams to appear as well.
The story centers on two thirtysomething roommates who try their hardest to be free from the normal responsibilities of adult life. Things change when one of the roommates' fathers dies and leaves him the owner of a general store, a house in the country and a massive spread of Amish farm land. Jack Black is attached as the heir, with Renée Zellweger set to play his sister, who is upset that all of the land and the store went to him instead. Rachel McAdams is up to play the widow who both roommates fall for. It wasn't said if Matt Dillon is attached to play the other roommate, a successful weatherman who drinks heavily and demeans women, or if he would play another unspecified role.