Hemingway began working in the industry on Tom Fontana's HBO prison drama Oz as an assistant director. He later worked with Fontana on The Jury. He first worked with director/producer Joe Chappelle on the 2000 film Takedown. He first worked with Samuel L. Jackson as assistant director on the 2002 film Changing Lanes.
For The Wire Hemingway served as the first assistant director on several episodes in the first season and throughout the second and third season. He returned in 2006 as a director for the seventh episode of the fourth season "Unto Others". Showrunner David Simon said that Hemingway's directing debut proved what they already knew, "that it was time." The experience has led to directing work on several other series for Hemingway. He collaborated with Joe Chappelle on The Wire and has since worked with him again on CSI: NY.
He was the first assistant director on the film Freedomland in 2006 which was written by The Wire writer Richard Price and featured several cast members from that show alongside Samuel L. Jackson.
In 2012, Hemingway's first feature film Red Tails, produced by George Lucas was released.
During Falling SkiesEdit
In summer 2011, he joined the crew of the first season of the Steven Spielberg alien-invasion drama Falling Skies. He served as an episodic director for the show, directing the eighth episode "What Hides Beneath".
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