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
Rabbit (Winnie-the-Pooh) briefly voiced him in "Winnie the Pooh Discovers the Seasons". Will Ryan took over the role for "Winnie the Pooh and a Day for Eeyore" and performed both Rabbit and Tigger in "Welcome to Pooh Corner". Ken Sansom replaced Ryan beginning with "The New Adventures of Winnie the Pooh" and is to date Rabbit's longest-running portrayer, having continued the voice up to and including "My Friends Tigger and Pooh". Tom Kenny most recently provided the voice for the 2011 film, "Winnie the Pooh". Peter Capaldi voiced Rabbit in "Christopher Robin", the live-action extension of the Winnie the Pooh franchise. Rabbit