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This Hawaiian-native bandís roots were inspired by classic Hawaiian icons Gabby Pahinui, Iz and Poncho Man. Like many bands of this genre, Pepperís success began with house parties and hard times while searching for an appropriate drummer.

When Kaleo Wassman (guitar and vocals) and Bret Bollinger (bass and vocals) convinced local drummer legend Yesod Williams to join the band, Pepper knew it was only a matter of time before the money and girls started rolling in. The threesome picked up and moved to California where they landed tour dates with Born Jamericans, Shaggy, Eek-a-Mouse, Burning Spear, Pato Banton, Secret Hate, SX10, and a spot on the 2001 Vans Warped Tour.