The Dilemma Cast
The cast of The Dilemma including popularity data. Data for May 30, 2025.
Vince Vaughn
as Ronny Valentine

Portrayed the character Ronny Valentine.

#1
Most popular actor on The Dilemma
8,682 Wikipedia views yesterday
Kevin James
as Nick Brannen

Played the role of Nick Brannen.

#7
Most popular actor on The Dilemma
2,759 Wikipedia views yesterday
Winona Ryder
as Geneva Brannen

Took on the character Geneva Brannen.

#5
Most popular actor on The Dilemma
5,981 Wikipedia views yesterday
Jennifer Connelly
as Beth

Appeared as Beth.

#2
Most popular actor on The Dilemma
8,576 Wikipedia views yesterday
Queen Latifah
as Dana

Portrayed the character Dana.

#6
Most popular actor on The Dilemma
3,748 Wikipedia views yesterday
Channing Tatum
as Zip

Played the role of Zip.

#4
Most popular actor on The Dilemma
5,996 Wikipedia views yesterday
Clint Howard
as Herbert Trimpy

Took on the character Herbert Trimpy.

#8
Most popular actor on The Dilemma
1,364 Wikipedia views yesterday
Rance Howard
as Burt

Appeared as Burt.

#9
Most popular actor on The Dilemma
861 Wikipedia views yesterday
Laura Whyte
as Sue
Amy Morton
as Diane Popovich
#10
Most popular actor on The Dilemma
566 Wikipedia views yesterday
Talulah Riley
as Concept Car Spokesmodel
#3
Most popular actor on The Dilemma
7,260 Wikipedia views yesterday
Chelcie Ross
as Thomas Fern
#11
Most popular actor on The Dilemma
311 Wikipedia views yesterday
Heidi Johanningmeier
as Shoot the Puck Girl
#16
Most popular actor on The Dilemma
49 Wikipedia views yesterday
Rebecca Spence
as Jackie
#12
Most popular actor on The Dilemma
95 Wikipedia views yesterday
Grace Rex
as Cousin Betty
Mimi Sagadin
as B & V Worker
Eduardo N. Martinez
as Felix
Guy Van Swearingen
as Saul
Troy West
as Dr. Rosenstone
Mike McNamara
as Cousin James
Tim Rhoze
as Charles
Madison Dirks
as B & V Worker
Michael Patrick Thornton
as B & V Worker
#15
Most popular actor on The Dilemma
60 Wikipedia views yesterday
Sandy Marshall
as Medic at Gardens
William Smillie
as Poissonier
Jillian Burfete
as Restaurant Server
Katie Korby
as Restaurant Server
Catherine Bruzzini
as Restaurant Patron
Laura Cooper
as Waitress
Mariko Hayashi-Hall
as Vietnamese Parlor Owner
Cheryl Hamada
as Vietnamese Parlor Worker
Gary Houston
as Camera Clerk
Wendy George
as Store Clerk
Keith Kupferer
as Bank Customer
Kevin Bigley
as Bank Customer
#14
Most popular actor on The Dilemma
88 Wikipedia views yesterday
Christina Anthony
as Bank Customer
Philip Rayburn Smith
as Gilbert
Elaine Robinson
as Mom
Noah Jerome Schwartz
as Son
Chanté René Linwood
as El Train Patron
Kielor Roberts
as Diane's Son
Benjamin Toby Mullinkosson
as Skate Rat
Nick Brade
as Skate Rat
Michael Trnka
as Skate Rat
Karen Aldridge
as Receptionist
Gene Honda
as Shoot the Puck Announcer
Brennan Buhl
as Shoot the Puck Guy
William M. Connor
as Disgruntled Fan
Christopher Meister
as Concession Stand Customer
Charlie Hilbrant
as Concession Stand Customer
DuShon Monique Brown
as Weiner Circle Worker (uncredited)
#13
Most popular actor on The Dilemma
89 Wikipedia views yesterday
Duke Czlonka
as Restaurant Patron (uncredited)
Joe DeBartolo
as Blackhawks Fan (uncredited)
Shannon Edwards
as Palm Garden Docent (uncredited)
Jessica Starr Folger
as Blackhawks Fan (uncredited)
Andrew Lee
as Gambler (uncredited)
Matthew LeFevour
as Ice Security (uncredited)
Ashley Lobo
as Blackhawks Ice Crew Girl (uncredited)
Bernadette Lords
as Jeep Auto Representative (uncredited)
Dave McNulty
as Businessman in Lobby (uncredited)
Carmine Perrelli
as Bar Patron (uncredited)
Eric Pierson
as Bank Customer (uncredited)
Steven James Price
as Chrysler Executive (uncredited)
Aaron Sauerland
as Blackhawks Fan (uncredited)
Walt Sloan
as Chrysler Employee (uncredited)
Jason Stebbings
as El Train Rider (uncredited)
January Stern
as Chrysler Executive (uncredited)
Stephanie Swearingen
as Auto Show Attendee (uncredited)
For the best insights and data about The Dilemma, visit our main The Dilemma page.