In 1954, Charles White provided an illustration for the cover of Buck Meets Ruby. [Ruby Draff, trumpet and Buck Clayton, trumpet]. The record was released with several different coloured covers, featuring the same drawing by Charles White. Another record of the same name, featuring a different selection of tracks, again featured the same drawing by White. This record was released on the Vanguard label as part of its ‎Vanguard Jazz Showcase – AVRS-7002-X. Again, this was a 10" recording. The cover featured a drawing of two trumpet players.

The album notes contained the following: "ABOUT THE COVER The drawing on the cover is one of a series commissioned by Vanguard Recording Society, Inc., from the distinguished artist, Charles White. Mr. White won an Academy of Arts and Letters award in 1952, and, that same year, a National Prize of the Metropolitan Museum of Art in New York. His work is represented in the Whitney Museum, Library of Congress, and other famous collections. The drawing does not portray any of the actual performers on this session, but rather reveals the human experiences out of which jazz comes, in this case symbolizing the young student of the horn and the old veteran." A version of this text was reproduced on a number of the Vanguard sleeves that Charles White illustrated.