The biggest challenge in Sinatra’s career was dealing with and accepting the changes in the music business. Around the 1950s and 1960s, Sinatra’s career began to drop as people’s interest now turned to new, upcoming music: “[Sinatra] was left with a shrinking audience and his own stubborn good taste” (Sinatra, Tina par. 22). Sinatra’s own daughter was able to see how her father’s popularity was starting to get worse because of his own “stubborn good taste”. William Ruhlmann, a well-known writer of American popular music, stated that Sinatra’s musical director, Mitch Miller, wanted Sinatra to sing “gimmicky arrangements” by using “novelty material.” Although Sinatra did well with these arrangements, he did not feel like it was his kind of music,
