He has photographed and designed hundreds of record album covers for many artists including, Elton John, Steely Dan and Dolly Parton. His photography has also appeared on the cover of four issues of Rolling Stone which is an American magazine that focuses on popular culture and is included in the permanent collection of The Rock and Roll Hall of Fame. On of Caraeff’s most iconic photographs is of Jimi Hendrix at the Monterey Pop Festival.