The song “You’re Looking At Me” is from the 1957 album “After Midnight” which Murry Horwitz of the American Film Institute says might be Nat King Cole’s “greatest album of all time.” I couldn’t find any information on when Bobby Troup wrote the song but both he and Cole recorded it in 1957 so I’m guessing it was written the same year.
The NPR radio transcript where I got the Horwitz quote also mentions that Nat King Cole didn’t start singing until later in his music career and only then did he become a real superstar. Bobby Troup, an outstanding composer and a fine pianist, also started singing later in his career and it was at that point that he became an actor. One of my favorite comedians once said an important lesson he learned while working in television was “I can’t sing, but it’s alright for me to sing.” That works great if you’re a comedian. If you’re a musician, not so much. Thank goodness Bobby gave us so many wonderful songs and thank even more goodness that other people have decided to sing them!