Most recently, he filmed Hobo with a Shotgun (2011) which was directed by Jason Eisener. In the film, Smith stars with Julie Bowen as one of nine couples dealing with sex, love and the almost inevitable consequence: pregnancy. He also filmed a segment of Josh Stolberg's anthology film Conception (2011). In Chaz Thorne's Whirligig (2010), he plays the lead 'Nicholas', in a coming of age story about a lost young man whose shameless lies lead him all the way to discovering the truth. In Jim Sheridan's Dream House (2011), he stars opposite Daniel Craig as the gothic young man who is obsessed with the unsolved murders of Craig's family. 2010 was a busy year for Smith, who starred in four movies. In 2009, he starred in Reginald Harkema's Manson, My Name Is Evil (2009) which had its world premiere at the 2009 Toronto Film Festival. He will launch his next technology startup company imminently.

He also structured a deal co-branding with AOL Time Warner subsidiary, The WB.

He and his partner raised $1 million to both develop and execute the concept. As an entrepreneur, Smith co-founded - an immersive student network that releases high production value, high energy youth oriented video tours of the most popular colleges in the USA. As a photographer, he travels all over the world photographing the different people he encounters.

In 2008, he developed and produced a comedy for Sony Screen Gems which starred Kenan Thompson, Zachary Levi and Fran Kranz. Smith is also an accomplished producer and photographer. Additionally, he has starred in over 100 episodes of television, most notably as the protagonist in The WB's hit series Everwood (2002) which aired for four seasons. Film Festival to critical acclaim and Book of Love (2004), opposite Frances O'Connor and Bryce Dallas Howard and which premiered at the 2004 Sundance Film Festival. Gregory has starred in over 25 feature films, including The Patriot (2000), opposite Mel Gibson and Heath Ledger Closing the Ring (2007), directed by Richard Attenborough which premiered at the 2007 Toronto Film Festival Small Soldiers (1998), opposite Kirsten Dunst and produced by 'Steven Spielberg' Nearing Grace (2005), opposite Jordana Brewster and David Morse which opened the 2005 L.A. Gregory Edward Smith was born in Toronto, Ontario, to Terrea Smith (née Oster), an American-born actress, and Maurice Smith, a British-born film producer.

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