*Cast* *Jim Cummings* - Winnie the Pooh / Tigger / Bonkers D. Bobcat *Ben Schwartz* - Sonic the Hedgehog *Sam Rockwell* - Mr. Wolf *Marc Maron* - Mr. Snake *Awkwafina* - Ms. Tarantula (a.k.a. Webs) *Craig Robinson* - Mr. Shark *Anthony Ramos* - Mr. Pirahna *Travis Oates* - Piglet *Tom Kenny* - Rabbit *Peter Cullen* - Eeyore *Nathan Lane* - Timon *Ernie Sabella* - Pumbaa *Colleen O'Shaughnessey* - Miles "Tails" Prower *Idris Elba* - Knuckles the Echidna *Richard Ayoade* - Professor Rupert Marmalade the 4th *Jim Carrey* - Dr. Robotnik *Ted Lewis* - King Dedede / Escargoon *Jack Black* - Bowser *Zazie Beetz* - Governor Diane Foxington (a.k.a. The Crimson Paw) *Alex Borstein* - Chief Misty Luggins *Lily Singh* - Tiffany Fluffit *Jess Harnell* - Jerry Lewis *Lee Quick* - Officer Jenny *Frank Welker* - Kitty