Tom Waits – $25 million
Greatest Hits: Somewhere, Closing Time
The Californian singer-songwriter, Tom Waits, is famous for his punk flair and unique grungy elements. It was during the 1970s that Waits became proficient in jazz, not forgetting about his strong vaudeville and blues streaks. Bob Dylan and The Beat Generation influenced Waits greatly. He commenced singing in San Diego and then transferred to Los Angeles where was taken in with an asylum deal. Closing Time, Small Change, and Saturday Night’s Heart are among his best hits.
Dan Penn – $1 million
Greatest Hits: The Dark End of the Street, Cry Like a Baby
The 1960s saw the songwriter Dan Penn flourish, where he wrote some incredible tracks like Do Right Woman, The Dark End of the Street, and Cry Like a Baby. Chips Moman, Spooner Oldham, and The Box Tops were some of the other leading artists that Penn collaborated with. Penn preferred to avoid the spotlight, choosing to compose over performances. Penn and Chips Moman enjoyed a brief and turbulent but successful collaboration while working with Press Publishing Company.