In April 2000, Claypool collaborated with Trey Anastasio (of Phish) and Stewart Copeland (of the Police) to form a supergroup called Oysterhead. Claypool and Anastasio had been looking for an opportunity to collaborate. Each had a mutual interest in playing with Copeland who had been a rock idol of their teen years. Plus, Claypool and Copeland already had an established friendship. Oysterhead were originally intended as a one time performance during Jazz Fest in New Orleans. Though timid of the band's sudden and surprising popularity they eventually decided to record and tour. They released one studio album, "The Grand Pecking Order", and toured before disbanding in 2001. They re-united in 2006, at the Bonnaroo Music Festival. In 2016 Les tried to reunite the group, but ended up releasing an album with The Claypool Lennon Delirium. Fortunately, they re-united once again in 2020 for two shows at the 1stBank Center in Broomfield, Colorado, with the rest of their tour cut short by the COVID-19 pandemic.