There was a bit of mystery and sleight of hand at play when Bobby Caldwell hit it big with his single “What You Won’t Do for Love” in 1978. But that has long since faded, and the charms of the smooth song that fits so comfortably into so many genres, including yacht rock, have endured.
What is the song about? How did Caldwell write it on demand? And why did Caldwell’s record company tried to hide his identity to an extent when the song was released? Here are the details behind “What You Won’t Do for Love,” Caldwell’s first and most successful single.
A Multifaceted Background
When you hear “What You Won’t Do for Love,” you’ll probably notice it’s somewhat uncategorizable, in large part because it seems to draw from a deep well of influences. That starts to make sense when you understand how Bobby Caldwell came to that point in his career.
Born in Manhattan, raised in Miami, Caldwell was turned on by his parents to big-band singing heroes like Ella Fitzgerald and Frank Sinatra. A multi-instrumentalist, he worked for a while in Little Richard’s touring band, while also spending time as a member of the Miami outfit Kathmandu. He was good friends with Bob Marley.
All those various experiences and influences eventually earned him a record deal with TK Records. That label did big business in the disco-heavy late ’70s, most notably with KC & the Sunshine Band. Caldwell earned the opportunity to release his debut album as a singer/songwriter on the label in 1978.
“Love” Story
Caldwell wrote and recorded several songs he thought were prime candidates for a release as a single. But the record label pushed him to keep trying, as they weren’t blown away with his choices. He quickly came back with “What You Won’t Do for Love,” which was co-written by Alfons Kettner.
The song boasted an outstanding horn arrangement provided by Mike Lewis. This was exactly what the label had been seeking. But they made the interesting decision to restrain from publicizing Caldwell’s picture, as they correctly surmised that many audience members wouldn’t realize, based on his soulful voice and the smoothly funky arrangement, that he was white.
They needn’t have worried. Caldwell eventually had to go out and promote the record, and it didn’t stop the momentum of “What You Won’t Do for Love.” The song hit the Top 10, and endured not just through its inclusion on yacht rock stations and playlists, but also from being sampled often, most notably by Tupac Shakur on his 1998 song “Do for Love.”
What is the Meaning of “What You Won’t Do for Love”?
Caldwell’s lyrics on “What You Don’t For Love” touch on many aspects surrounding the search for that all-too elusive connection. His narrator begins by explaining it took some work on himself before he was ready to open up to someone else: I guess you wonder where I’ve been / I searched to find the love within.
The self-discovery led him to an inescapable conclusion: Got a thing for you and I can’t let go. And he laments there are those who don’t ever experience what he has discovered: Some people go around the world for love / But they never find what they dream of. The title refers to the hangups that ultimately hold you back from a special relationship, which need to be overcome: In my world, only you / Makes me do for love what I would not do.
It’s a clever and novel way to say what’s been said in song many times before. “What You Won’t Do for Love” propelled Bobby Caldwell into a long, varied career in music. He passed away in 2023, leaving behind an impressive legacy and a signature song that, contrary to initial worries, has enthralled all races and creeds over the years.
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Photo by Michael Ochs Archives/Getty Images
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