Delaney Quinn
Freddy
Caleb Williams
Wade
Bennie Taylor
Mailman Miles
Eric Bauza
Mr. Mailbox / Worry Well / Couchy / Trashy / Pee Flower (voice)
Patton Oswalt
Strappy (voice)
Sergey Zhuravsky
Buddy (Suit)
Keegan-Michael Key
Buddy / Dark Buddy (voice)
Luke Speakman
Josh
Cedwan Hooks
Betty Bunny (Suit)
Jimmica Collins
Betty Bunny / Scared Flower (voice)
Tristan Borders
Oliver
Phuong Kubacki
Nurse Nancy
Madison Skyy Polan
Hannah
Devon Hawkes Ludlow
Charlie the Train (voice)
Cristin Milioti
Grace
Seamus Flynn
Timothy
Bryson JonSteele
Derek
Topher Grace
Ben
Mark Aaron Buerkle
Therapist
Brooke Bloom
Dr. Deborah Burr
Michael Shannon
Willie (voice)
Clint Howard
George
Tory J. Malone
Tyler
Conner Stumm
Mailman Justin
Jonathan Yurco
Dark Buddy (Suit)
Lynette Eklund
Benny (Suit)
Eric Salazar
Grilling Man
Rachel Appelbaum
Clocky / Mr. Mailbox (Suit)