#317 Billie Holiday, 'Lady in Satin' (1958)

This album features a 40-piece orchestra conducted by Ray Ellis. 41-piece, really, as she played her voice like an instrument. Frank Sinatra said in 1958 that Billie Holiday was the “greatest single musical influence on [him].” Holiday had lost much of her upper vocal range in her 40s, but her voice is still incredible and unique.