Steven Tyler
The lead singer of Aerosmith has been a fixture in pop culture for decades. Many rock stars from the same era unmatched his net worth. This has enabled Tyler to get any vehicle he wanted (via GQ Magazine).

His Hennessey Venom GT Spider might be the most notable vehicle in his collection. The car was at one point the fastest in the world. Hennessey was known for building some of the fastest vehicles on the road.