Kris Kristofferson – $160 million
Greatest Hits: Sunday Mornin’ Comin’ Down, Me and Bobby McGee
Kris Kristofferson is a singer-songwriter with a legendary status that recently began dabbling in the world of stand-up comedy. With his counterparts in the music industry, he has collaborated with many other greats, as well as Shel Silverstein, the writer. Kristofferson is considered to be as amazing as Willie Nelson, Jonny Cash, Waylon Jennings, and was part of The Highwaymen. Kristofferson is also an actor, having starred in films like Blade, Heaven’s Doors, and A Star is Born.
Kris Kristofferson
Paul McCartney – $1.2 billion
Greatest Hits: Yesterday
There are many famous people on this list, but few are more recognizable or accomplished (or wealthy) as Paul McCartney. He is best known for carrying the legacy of his former supernova band, The Beatles. The man has recorded thousands of songs and has many of the most famous ones under his belt, such as Yesterday. Beyond his time in The Beatles Paul McCartney has enjoyed an incredibly successful solo career. The man was welcomed into the Rock & Roll Hall of Fame on two separate occasions. He possesses an incredible 18 Grammys and was also knighted for the incredible contributions that he made to music in 1997.
Paul McCartney
