Sterling Holloway: Sterling Holloway. Actor: The Many Adventures of Winnie the Pooh. Popular American character actor of amusing appearance and voice whose long career led from dozens of highly enjoyable onscreen performances to world-wide familiarity as the voice of numerous Walt Disney animated films. Born in the American Deep South to grocer Sterling P. Holloway Sr. and Rebecca Boothby Holloway, he had a younger brother, Boothby. Holloway spent his early years as...