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Suburban Legends' music is different from that of other ska-punk bands, taking influence from ska as well as disco, funk, and pop. Live shows often involve humorous banter between members as well as synchronized dance moves performed by horn players - sometimes joined by the lead singer. As of late May 2005, trumpet player Aaron Bertram, left the band to marry his fiancé, Rachel Charest. He was replaced by trumpet player Luis Beza. They appeared on the Jerry Lewis MDA Telethon with special guest Vince Walker, a former bandmate, on September 4, 2005 for the third year in a row. It was lead singer Tim Maurer's final performance with the band, as he left in September 2005. He was replaced by former trumpet player Vince Walker, who returned to the band in the same performance, oddly switching roles from horns to vocals.
At 12:25 AM on October 19, 2005, trombone player Dallas Cook was killed in a motorcycle accident on the Costa Mesa Freeway.
A few days after the incident, a large group of Suburban Legends fans and Dallas' friends and family gathered nearby the ESPN Zone at Disneyland Resort's Downtown Disney, where the band played their many performances in the early 2000s, to share their memories about Cook. On November 29, 2005, former and current band members performed a benefit show for the Dallas Cook Memorial Fund, which was as set up in Cook's honor to donate money to the Huntington Beach High School instrumental music program.
At around 4:30 AM CDT on July 19, 2006, while they were on tour and in St. Louis, Missouri, Phil Inzerillo noticed the band's tour van was on fire. The fire destroyed the front driver's side of the van. The band's tour money had also been missing from the van. It is suspected that the fire and robbery was caused by an arsonist.
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