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In 1987, Brion moved to Boston, where he played solo gigs, formed the short-lived band World's Fair and became a member of the last touring version of Aimee Mann's new wave band 'Til Tuesday.
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The recordings had much critical acclaim, but little commercial success, and the trio eventually disbanded. The Bats released a single, "Popgun", and one album, How Pop Can You Get?, on Gustav Records in 1982. They eventually enlisted bassist Don "Riff" Fertman and together formed The Bats (not to be confused with the New Zealand group or South African group of the same name). In the early 1980s, Brion and musician/producer Bill Murphy began a writing collaboration in New Haven, Connecticut. From 1980–85 Jon was part of the band The Excerpts, along with Stephen Harris, Dean Falcone, Jim Balga, Bobby Butcher & Spike Priggen. Brion grew up in Connecticut, where he dropped out of Hamden High School at the age of 17, opting instead to play music professionally. His brother and sister became a composer/arranger and a violinist, respectively. He comes from a musical family his mother, LaRue, was an administrative assistant and singer, and his father, Keith Brion, was a band director at Yale. Brion was born in Glen Ridge, New Jersey.