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 and a Day for Eeyore video releases. Jim Cummings (Pooh & Tigger), Ken Sansom (Rabbit), Tress MacNeille (Kanga), Trevyn Savage (Christopher Robin), and Aaron Spann (Roo) are listed, despite that the original soundtrack (with Hal Smith as Pooh, Will Ryan as Rabbit, etc.) appears unaltered. This implies that a re-dub was attempted with these actors, but ultimately was not used. The short of "The Mini Adventures of Winnie the Pooh", Jim Cummings (Pooh & Tigger), Tom Kenny (Rabbit), Bud Luckey (Eeyore), Travis Oates (Piglet), Wyatt Hall (Roo) and John Cleese (Narration) the short carries different voice credits than those on "Winnie the Pooh (2011 film)"