Friedle was born in Hartford, Connecticut, the son of Patricia Joan (née Leary) and Gary Allen Friedle, who are both lawyers. After committing himself to becoming an actor, Friedle continually commuted from Avon to New York City for auditions. He attended Avon High School in 1994.
Friedle attended Occidental College. In the July 4, 2006 issue of People, Friedle mentioned he had thought about attending culinary school.
After co-hosting Nickelodeon's Don't Just Sit There for 3 seasons (1988–1991), Friedle was cast as the likable but underachieving elder brother Eric Matthews on the long-running TV sitcom Boy Meets World from 1993 to 2000. In 2004, he co-starred with Chris Owen (American Pie) in the independent film National Lampoon's Gold Diggers (originally titled Lady Killers). He also appeared in a supporting role in the 2005 ABC Family movie Everything You Want. Friedle was cast as "Mike" in the WB sitcom Off Centre, but could not accept the role because of a previous commitment to the UPN series The Random Years. The role ended up going to Eddie Kaye Thomas from the American Pie series.
Friedle voiced Seifer Almasy in the English version of the video game Kingdom Hearts II, Gideon Wyeth in the English version of the video game Advent Rising, and Jaster Rogue in the English version of the video game Rogue Galaxy.
As of 2015, Friedle voices Star-Lord in Disney XD's Avengers Assemble and Guardians of The Galaxy and Bumblebee from Cartoon Network's Transformers Robots In Disguise (2015). He also voices Nightwing in the Batman Unlimited series of animated features.
In 1997, Will dated American actress Jennifer Love Hewitt, and co-starred with her in the romantic teen comedy Trojan War. Hewitt made a guest appearance as Jennifer Love "Feffy" Fefferman on Boy Meets World.
Friedle is best friends with actor Jason Marsden and was best man at Marsden's wedding in October 2004. The two have also worked together in numerous productions: Boy Meets World, Trojan War Static Shock, Kim Possible, Batman Beyond, Justice League Unlimited, Batman: The Brave and the Bold, ThunderCats and Mad.
He married his wife, Susan, in September of 2016.
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