Leaving Dorsey's band

After the 1942 recordings, Sinatra believed he needed to go solo, with an insatiable desire to compete with Bing Crosby, but he was hampered by his contract which gave Dorsey 43% of Sinatra's lifetime earnings in the entertainment industry. A legal battle ensued, eventually settled in August 1942. On September 3, 1942, Dorsey bade farewell to Sinatra, reportedly saying as Sinatra left, "I hope you fall on your ass".