Neil Patrick Harris as Adult Jake Doyle / Narrator

Winslow Fegley as Jake Doyle

Steve Zahn as John Doyle

June Diane Raphael as Kathy Doyle

Bellaluna Resnick as Lizzy Doyle

Sophia Reid-Gantzert as Annie Doyle

Che Tafari as Mikey Trotter

Santino Barnard as Evan Olsen

Max Malas as Jeff Farmer

Brielle Rankins as Tammy Hodges

Braelyn Rankins as Teddy Hodges

Cyrus Arnold as Josh Jagorski

Chandler Dean as Timmy Keane

Jacob Laval as Connor Stump

Katia Smith as Tiffany Keane

Tom Rooney as Dr. Timothy Keane Sr.

David Cross as Dealer

Kathryn Greenwood as Mrs. Hugo

Louise Nicol as Miss Sherman

Erica Levene as Mrs. Trotter

David MacInnis as Mr. Halberg

Monica Dottor as Mrs. Keane

Jordan Oladimeji as Boy #1 (Toy Aisle)

William Poulin as Grumpy Wreath Man

Sofie Michal Maiuri as Katie Sorrentino

Alex Spencer as Officer Masejewski

James McDougall as Santa Claus

Michael Dyson as Old Janitor

Dan Darin Zanco as School Bus Driver

Gordon Fulton as Old Man with Dentures

Jackson Reid as Kid #1 (Bus)

Maya Misaljevic as Kid #2 (Bus)

Danielle Bourgon as Reporter

Peter Gail Williams as Clerk (Cosmetics)

Kevin Dennis as Weatherman

Miles Kerim as Frankie Wattendorf

Luca Doulgeris as Charlie Doyle

Mike Wilmot as Coach Wallach

José Arias as Annoying Elf Caroler

Christy Bruce as Katie Doyle

Dwight Ireland as News Anchor

Amanda Smith as Old Woman in Blue

Agi Gallus as Timmy's Grandmother

Smillie Buckland as Old Man

Peter Deiwick as Dad #1 (PTA)

Lorna Wilson as Old Woman (Cosmetics)

Christopher Marren as Toy Aisle Robot (voice)

Brenda Somers as Old Woman