“The Debonaires were cousins, Joyce Vincent Wilson and Telma Hopkins … there were other members who remain unknown,” (AllMusic). The group released several smaller singles in the mid-60s, but 1966’s “Headache in My Heart” b/w “Loving You Takes All My Time,” raised the group’s profile by engaging George Clinton as producer (Solid Hit Records). “Solid Hit’s typist blew the spelling and the single is credited as by the Debonairs; she missed the E, but it didn’t matter; it didn’t sell either. They tried one last time with “I’m in Love Again” before closing the book on the Debonaires.
… Wilson and Hopkins later sung with Tony Orlando, a pop group that notched three number one hits” … eventually, they became known collectively, via their work with Orlando, as Dawn. “Tony Orlando and Dawn unite from time to time for brief appearances, but the Debonaires were forgotten almost before they began.”
“Headache in My Heart” comes straight out of central casting: a minor key tune about heartache that clocks in well under three minutes, following a clear recipe for chart success at the time. Unfortunately, this tune didn’t catch fire. The two-and-a-half-minute track shifts upward by half a step at 1:43.