useless trivia: What Word Means: To Whirl - To Gyrate?

Questions

Name the artist: "man in the suit has just bought a new car from the profit..."?

Name the band: "try to understand try to understand try try try to understand"?

Natalie Merchant used to sing with this band.?

Owners of acoustic guitar sample on Beastie Boys' "Time To Get Ill".?

Patriarch of the Grateful Dead tours with this band during the off seasons?