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 (franchise) chapters of the "Winnie-the-Pooh" book and the second, eighth and ninth chapters of "The House at Pooh Corner" by A. A. Milne. The featurette was produced by Walt Disney Productions and released by Buena Vista Distribution Company on December 20, 1968 before "The Horse in the Gray Flannel Suit". This was the second of the studio's Winnie the Pooh shorts. It was later added as a segment to the March 1977 film "The Many Adventures of Winnie the Pooh". The music was written by Richard M. Sherman and Robert B. Sherman. It was notable for being the last animated short