Steven Tyler – $800K, Hennessey Venom GT Spyder

Steven Tyler has headlined Aerosmith since 1970, and the band had a 50-show Park Theater booking running through to 2020. Tyler got his hands on the world’s first Hennesey Venom GT Spyder, and in January 2017, the vehicle went on auction at the Barret Jackson charitable event in Scottsdale, Arizona.

The new owner paid $800K for the automobile, and it also came with a guitar signed by the entire Aerosmith gang. On top of all that, the winning bidder also got a week-long vacation at the Maui beach house Tyler owns. The proceeds went to Janie’s Fund; a charity Tyler established to support abuse victims.