Kris Kristofferson – $160 million
Greatest Hits: Me and Bobby McGee, Sunday Mornin’ Comin’ Down
Kris Kristofferson has a good performance career and is a singer-songwriter. He wrote for other singers and often joined together his tracks with Shel Silverstein, a popular writer. The Highwaymen, including him, Jennings, Waylon, Cash, and Willie Nelson, were famous for outlawed country collaborations. He starred in movies like Heaven’s Gate, Blade, Alice Doesn’t Live Here Anymore, and A Star is Born.
Paul McCartney – $1.2 billion
Greatest Hits: Yesterday
The only name that can surpass John Lennon in terms of fame here is Paul McCartney, and it makes sense to be a co-founder of the Beatles. He was inaugurated twice in Fame’s Rock and Roll Hall; he was once in his Beatles career and once in his solo career; he received eighteen grammy, and he and his fellow Beatles members were named MOB.