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In 1999, the band signed an international record deal with Island Records.

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He lived with his mother, Michelle, who moved from one place to another during his childhood.Finally they stayed in Ajax, Ontario, Canada, where he spent his adolescence with his mother and stepfather Kevin Gordon.Whibley dated Hilton Hotels heiress Paris Hilton in 2003.Whibley married fellow singer Avril Lavigne in 2006.The signature Squier comes in black and Olympic white, sports the two red X's and has one humbucking pickup in the bridge position, which is a Seymour Duncan Designed HB-102.

It also has his signature "Deryck" written on the headstock.

He worked as the producer of We Have an Emergency, the debut album by Sum 41 co-member Jason Mc Caslin's side project The Operation M. In 2007, he mixed the debut album of the band Permanent Me.

He was also involved with the Avril Lavigne album, The Best Damn Thing, where he produced and played guitar.

In his high school days Deryck was often not in class or late due to his habit of sleeping most of the day.

He often showed up with plastic figures of Gumby and Pokey preferring to play with these rather than attempt his assigned work.

Besides his musical career, he has worked on occasion as an actor.