37. Frank Sinatra “My Way” (released as a single)
https://youtu.be/qQzdAsjWGPg
He had just divorced his third wife, Mia Farrow. He was tired of coming home to his Hollywood mansion and finding her smoking dope in the living room with her hippie friends; he would hide upstairs and drink his scotch whisky, drowning out the awful rock music with Ella Fitzgerald. He was pissed off that his producers tried to get him to sing rock music, and even more pissed off at the bestselling novel
The Godfather and the Johnny Fontaine character based on him. He swore that if he ever ran into Mario Puzo he’d give him a black eye.
Frank rejected dozens of songs presented to him (including Randy Newman’s “Lonely at the Top”) before settling on Paul Anka’s tune. Even then he thought it was silly and over the top. He recorded it in one night at the Sands Hotel, unusual for Frank who was known to be a perfectionist in the studio. To his chagrin, it became his all time biggest hit and signature song. For the rest of his life Frank hated that people loved this song because he thought it made fun of him.