Robert Hunter Caldwell (born August 15, 1951) is an American singer and songwriter who recorded the hit single "What You Won't Do for Love" in 1978. After several R&B and smooth jazz albums, Caldwell turned to singing standards from the Great American Songbook and the repertoire of Frank Sinatra. He maintains a large, loyal following in Japan.
Bobby Caldwell was born in Manhattan but grew up in Miami. His mother sold real estate and one of her clients was reggae singer Bob Marley. Caldwell and Marley became friends. Growing up in Miami exposed him to a variety of music, such as Haitian, Latin, reggae, and R&B. He grew up listening to the music of Frank Sinatra and Ella Fitzgerald. When he was twelve, he started playing piano and guitar. He was drawn to rock and roll but also jazz and rhythm and blues. At seventeen, he worked with his band in Las Vegas, then moved to Los Angeles.
He signed with TK Records in Miami. In 1978, after songs for his first album were recorded, executives told him they enjoyed the album but thought it was lacking a hit. Caldwell returned to the studio for two days and wrote "What You Won't Do for Love". TK was mainly an R&B label popular among African American listeners. Executives at the label wanted to conceal that Caldwell was white, so they kept his face off the album cover. When he toured with Natalie Cole to support the album, most of the audience was black and many were surprised that he turned out to be white.
"What You Won't Do for Love" reached the top ten on the Billboard Pop (No. 9) R&B (No. 6), and Adult Contemporary (No. 10) charts. The song has been covered, remade, and sampled many times. Caldwell remade it in 1998. It was covered by Go West, Phyllis Hyman, and Boyz II Men and has been sampled by John Legend, Common (rapper) and Tupac Shakur. It was also covered by Elliott Yamin during the fifth season of American Idol in 2006.
The debut album was followed by Cat in the Hat (1980) and Carry On (1982). For the latter album, he played all the instruments, was the producer, and helped with arranging and mixing. In 1983 Caldwell released August Moon only in Japan. It was released in the United States in the 1990s.
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