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
Winnie the Pooh (Disney character) Day" (1968), and "Winnie the Pooh and Tigger Too" (1974). The 1977 release featured new bridging material and a new ending, as it had been Walt Disney's original intention to make a feature. A fourth featurette, "Winnie the Pooh and a Day for Eeyore", was released in 1983. Since "Winnie the Pooh and a Day for Eeyore" (1983), Jim Cummings started providing the new voice for Pooh. The live-action series "Welcome to Pooh Corner" ran on the Disney Channel from 1983 to 1986. In 1988, Disney launched the animated series "The New Adventures of Winnie the Pooh", which aired from