- Mackenzie Davis
- Izzy
- Dolly Wells
- The Woman in the Field
- Alex Russell
- Roger
- LaKeith Stanfield
- George
- Robyn S. Clark
- Jogger
- Brandon T. Jackson
- Dick
- Salme Geransar
- The Gypsy
- Meghan Lennox
- Casey
- Sheldon Bailey
- Tom
- Haley Joel Osment
- Walt
- Alia Shawkat
- Agatha Benson
- Kyle Kinane
- Rabbit
- Annie Potts
- Mary
- Jim Lennox
- Ethan
- Ryan Simpkins
- Young Izzy
- Marcia Ann Burrs
- Hawaiian Lady
- Carrie Coon
- Virginia
- Luka Jones
- Leo
- Rob Huebel
- Bennett
- Michelle Haro
- Ugly Sweater Party Guest
- Casey Haakinson
- Ugly Sweater Party Guest
- Andrea Finlayson
- Ugly Sweater Party Guest
- Ian Logan
- Ugly Sweater Party Guest
- Evan Rossman
- Ugly Sweater Party Guest
- Spenser Genesy
- Ugly Sweater Party Guest
- Jay Tipton
- Ugly Sweater Party Guest
- Jonathan Steinberg
- Ugly Sweater Party Guest
- Bobby Lamont
- The Bartender
- Melinda McGraw
- Mrs. Percy
- PeterPaul Shaker
- Waiter
- Sarah Furniss
- Engagement Party Guest
- Leonard Cataudella
- Engagement Party Guest
- Robert Santi
- Engagement Party Guest
- Rebecca Kessler
- Engagement Party Guest
- Sara Werner
- Engagement Party Guest
- Rebecca Berry
- Engagement Party Guest
- Blaire Strong
- Engagement Party Guest
- Sarah Goldberg
- Whitney
- Lauren Miller Rogen
- Ellen Wexler
- Matt Riker
- Andy Wexler
- Erica Gosling
- Theatre Bartender
- India Mynatt
- Theater Attendee
- Joey Thursday
- Theatre Attendee
- John Byers
- Theatre Attendee
- Ty Hubbard
- Theatre Attendee
- Jose Muniz
- TheatreAttendee
- Joshua Carpenter
- Ugly Sweater Party Guest
- Suzanne LaChasse
- Engagement Party Guest
- Johnny Otto
- Ugly Sweater Guy
- Bryan Royal
- (uncredited)
