Sterling Holloway Hal Smith took over the role of Winnie the Pooh for the 1981 short "Winnie the Pooh Discovers the Seasons". He would maintain the role until Jim Cummings replaced him in 1988 for "The New Adventures of Winnie the Pooh" and also took over most of Holloway's other voice roles, including Kaa in "Jungle Cubs" and "The Jungle Book 2". Sterling Holloway Sterling Price Holloway Jr. (January 4, 1905 – November 22, 1992) was an American character actor and voice actor who appeared in over 100 films and 40 television shows. He was also a voice actor for The Walt
Sebastian Cabot (actor) he brought life to Bagheera in "The Jungle Book" (1967). His longest-standing role came through the "Winnie the Pooh" series, in which he narrated "Winnie the Pooh and the Honey Tree" (1966), "Winnie the Pooh and the Blustery Day" (1968), "Winnie the Pooh and Tigger Too" (1974), and "The Many Adventures of Winnie the Pooh" (1977). Cabot was born in London, England. At the age of 14, he left school to work in an automotive garage, where he served as chauffeur and valet for British actor Frank Pettingell. Cabot became interested in theatre, and after becoming acquainted with other actors