The film was written and directed by Kenneth Lonergan and is based on an original idea of Krasinski's.
He also served as a producer and occasional director of the series throughout its nine season run.
His film credits include License to Wed (2007), Leatherheads (2008), Away We Go (2009), It's Complicated (2009), Something Borrowed (2011), Big Miracle (2012), Promised Land (2012), Aloha (2015), and 13 Hours: The Secret Soldiers of Benghazi (2016).
The film premiered on January 19, 2009 at the Sundance Film Festival and was nominated for the Grand Jury Prize Film critic A. Scott optioned that "though this experiment doesn't quite succeed, there's enough intelligence and insight in this movie to make it worth the attempt" while Elizabeth Weitzman from New York Daily News felt that "Krasinski deserves credit for having the ambition to adapt material as difficult as David Foster Wallace's short stories." It follows a couple searching North America for the perfect community in which to settle down and start a family. In his review, Michael Rechtshaffen from The Hollywood Reporter, said : "terrific performances make this tender if slight little film worth the trip".
He won the National Board of Review of Motion Pictures Awards for Best Ensemble Cast for the film.
Merchant, Krasinski and Krasinski's wife, Emily Blunt, were brainstorming ideas for Krasinski's upcoming appearance on Late Night when the idea took shape.
Jimmy Fallon then developed it into a recurring segment on his show.In 2011, Krasinski co-starred with Ginnifer Goodwin, Kate Hudson and Colin Egglesfield in the romantic comedy Something Borrowed, based on Emily Giffin's novel of the same name.Despite the film receiving negative reviews, his performance was widely praised.That year, he also produced and played the title character in the Amazon series Jack Ryan.In addition to acting in television series and films, Krasinski has performed voice-over work in both animated and documentary films and has established a production company, Sunday Night Productions, in 2013.Krasinski directed and starred in the drama Brief Interviews with Hideous Men (2009) and the comedy-drama film The Hollars (2016).