Main • Bossy Bear (voiced by Jayden Ham) - A blue bear who is the titular protagonist. • Turtle (voiced by Jaba Keh) - Turtle's grandmother who at times offer words of wisdom to her grandson and Bossy. • Ginger (voiced by Beahlen Deacon) - A orange squirrel who is Bissy's best friend. • Roller (voiced by Rae Gray) - A green reindeer who is Bossy and Turtle friend and originally from a country called Reindeerlanden. • Chipper (voiced by Sarah Vattano) - A chipmunk who is Bossy, Turtle and Roller friend. • Saddiq (voiced by Kiran Fields) - A purple octopus who recently moved in Pleasantburg. • Ms. Elky (voiced by
Anairis Quiñones) - A elk who is Bossy and Turtle teacher. • Tyler (voiced by
Lance Bass) - A owl who is Greg's husband and Ginger's adoptive daughter. • Greg (voiced by Michael Turchin) - A squirrel who is Tyler's husband and Ginger's adoptive daughter. • Falcon (voiced by Nick Martineau) • Owl (voiced by Nick Martineau) • Dove (voiced by Nick Martineau) • Flamingo (voiced by Nick Martineau)
Supporting • Bertram (voiced by Luke Lowe) • Louie (voiced by Luke Lowe) • Gina (voiced by Beahlen Deacon) • Jojo (voiced by Sarah Vattano) • Honey Bear (voiced by Kensington Tallman) - Bossy's cynical cousin who likes to bully Bossy and Turtle. She has a father who is mute. • Chipper's Mom (voiced by Misty Lee) • Roller’s Dad (voiced by Joe Zieja) ==Episodes==