Nancy Sinatra – 81, $50 Million

Nancy Sinatra is a singer (though she’s also done some acting on the side) and the elder daughter of Frank Sinatra, the famous singer from the ’60s. She became famous after the release of the 1966 hit single These Boots Are Made for Walkin’, which has been covered multiple times ever since she made it popular. Other notable singles by Nancy include the songs Somethin’ Stupid (a duet with her father) and Bang Bang (My Baby Shot Me Down). During the ’60s, Nancy enjoyed a brief spell as an actress in the 1968 movie Speedway, co-starring with the late Elvis Presley. In 2013, she went back to playing live, joining the alternative rock band Wilco in the Americanarama Tour, which was headlined by Bob Dylan.

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