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He portrayed Michael Bergen on the ABC sitcom Two Guys and a Girl (1998–2001), Billy Simpson in the YTV Canadian teen soap opera Hillside (1991), as well as Marvel Comics characters Hannibal King in Blade: Trinity (2004), Wade Wilson / Weapon XI in X-Men Origins: Wolverine (2009), and the title character in Deadpool (2016).
Additionally, he portrayed the Hal Jordan version of the DC Comics superhero Green Lantern in the 2011 film of the same name.
In 1996, he co-starred with Melissa Joan Hart in the TV movie Sabrina the Teenage Witch.
He has also appeared in the second season finale of the television series Scrubs.In 1993–94 he had a recurring role in The Odyssey as Macro.In 2005, he played a waiter named Monty in Waiting..., and as music executive Chris Brander in the romantic comedy Just Friends alongside Amy Smart and Anna Faris.Though the film didn't fare well both financially and critically, this role made him one of the few actors to headline in films based on both Marvel and DC characters. (Rest in Peace Department), which was released in 2013.
Reynolds has also starred in films such as National Lampoon's Van Wilder (2002), The Amityville Horror (2005), Definitely, Maybe (2008), The Proposal (2009), Buried (2010), Mississippi Grind (2015), and Woman in Gold (2015).Reynolds' career began in 1991, when he starred as Billy Simpson in the Canadian-produced teen soap Hillside, distributed in the United States by Nickelodeon as Fifteen.