• Kenneth James Kitsom as Winnie the Pooh
  • Dr. Marta Shearing as Darby
  • Eric Buyer as Tigger
  • Mark Turso as Roo
  • Terrence Ward as Piglet
  • Outcome 3 as Eeyore
  • CIA Deputy Director Pamela Landy as Kanga
  • Dr. Albert Hirsch as Christopher Robin
  • Noah Vosen as The Backson
  • CIA Director Ezra Kramer as Nasty Jack
  • Dita as Mama Heffalump
  • Dr. Donald Foite as Lumpy Heffalump
  • Vendel as Rabbit
  • Factory Owner as Owl
  • Dr. Connie Dowd as Porcupine
  • LARX-03 as Crud
  • Ray Wills as Beaver
  • Joseph as Gopher
  • The Captain as Dexter
  • Simon Ross as Smudge (archive footage)

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