Harry Lillis "Bing" Crosby (May 3, 1903 – October 14, 1977)

Bing Crosby was one of the best-selling recording artists of the 20th century, 
with over half a billion records in circulation. He won an Academy Award for
Best Actor for his role as Father Chuck O’Malley in the 1944 motion picture
Going My Way, and was nominated for his reprise of the role in The Bells of
St. Mary’s the next year, becoming the first of four actors to be nominated
twice for playing the same character. In 1963, Crosby received the first
Grammy Global Achievement Award. 

Bing Crosby and co-star Barry Fitzgerald with their Oscars from
Going My Way.

Bing Crosby & Rosemary Clooney (1960 – 62)