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Phillips began Toad the Wet Sprocket in 1986, at the age of 16. By 1988, they had signed with Columbia Records and recorded five albums and many major tours until 1998 when they disbanded. During his time in Toad the Wet Sprocket, Phillips was involved in a pop rock project called Flapping. Three years later, following the breakup of Toad, Phillips released his first solo album, Abulum, which was a change from the sound that Toad the Wet Sprocket was known for. This was followed up by a self-released live album and solo touring, along with a reunion tour with his former Toad bandmates In 2004, Phillips, with Nickel Creek, released a long-awaited collaboration as Mutual Admiration Society. The self-titled album had been recorded in 2000 and featured songs written by both Phillips alone and as collaborative efforts, and was released on Sugar Hill Records. In 2005, Phillips returned to a major label via Universal Records' Lost Highway imprint and released the critically acclaimed Winter Pays For Summer. The album included the radio single Duck and Cover, but Phillips and the label would part ways due to some creative differences. Phillips released his third proper solo album, Mr. Lemons in the spring of 2006. The music video for the album's first single, Everything But You, made its debut as a Yahoo! Exclusive Premiere on May 11, 2006.

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