I Could Make You Care

An early Cahn and Chaplin collaboration that caught the ear of Tommy Dorsey, whose orchestra recorded it with a young Frank Sinatra on vocals in 1940. It was one of dozens of songs Sinatra recorded with Dorsey during these formative years — a period that shaped his phrasing and breath control for the rest of his career.

The Ink Spots’ simultaneous recording is a reminder of how broadly Cahn’s songs connected across different styles and audiences even in his earliest years.