In 1999, Jason was seen having romantic love affairs with Kay Cannon. Kay Cannon is also an actress and a writer. After being in love for about half a decade, they finally got married on 26th of June 2004. He was happy to have her as his loving spouse but they began living separately since 2008 and they finally got divorced on 4th of March 2010.
At the end of 2011, Jason began dating actress Olivia Wilde. They got engaged with the start of 2013. Together they welcomed a baby boy named Otis Alexander in 2014.
Jason received his primary and secondary education from several schools. He began his career as a comedian at ComedySportz. In 2003, he joined Saturday Night Live as a sketch writer and finally became their cast member since 2005. He played his first feature movie role in 2007 and that was in the movie, The Ten. His break through role as an actor came in 2011 after he appeared in the movie Horrible Bosses. His net worth is said to be around $10 million.
