10. Sammy Davis, Jr.
Photo credit: Flickr/jamesandtim
Sammy Davis Jr. was a multi-talented entertainer born in 1925 in New York City who became an international sensation. In the '60s he was a member of a group of musicians known as the Rat Pack, along with Frank Sinatra, Dean Martin, Peter Lawford and Joey Bishop. When he died of throat cancer in 1990, the executors of his estate reportedly had to sell off his keepsakes because of a $5.2 million tax bill and thousands of dollars of other debts.