This 2:32 track finds Newman in character as successful singer who despite the money and adulation, isn't happy. Newman wrote it for Frank Sinatra; both were signed to Warner Bros. Records, which was looking to find Sinatra a hit. The song is essentially a satire of Sinatra's image; it didn't fly with Old Blue Eyes, so Newman cut it himself for his album Sail Away.
Speaking with Rolling Stone, Newman explained: "I thought - maybe stupidly - that he would be ready to make fun of that leaning-against-the-lamp-post s--t: 'Oh, I'm so lonely and miserable and the biggest singer in the world.' I never bought that part of him. I thought he'd appreciate that. I played it for him, at his office on the Warner Bros. lot. His reaction? Nothing. He said, 'Next.' I also played 'I Think It's Going to Rain Today.' He said, 'I like that one.' But he couldn't hide his bitterness at young people's music."