Win a Date with Tad Hamilton! Cast
The cast of Win a Date with Tad Hamilton! including popularity data. Data for May 29, 2025.
Kate Bosworth
as Rosalee Futch

Kate Bosworth played the role of Rosalee Futch.

#5
Most popular actor on Win a Date with Tad Hamilton!
2,443 Wikipedia views yesterday
Topher Grace
as Pete Monash

Topher Grace portrayed the character Pete Monash.

#4
Most popular actor on Win a Date with Tad Hamilton!
2,919 Wikipedia views yesterday
Josh Duhamel
as Tad Hamilton

Josh Duhamel brought to life the character Tad Hamilton.

#1
Most popular actor on Win a Date with Tad Hamilton!
5,550 Wikipedia views yesterday
Nathan Lane
as Richard Levy the Driven

Nathan Lane portrayed the character Richard Levy the Driven.

#8
Most popular actor on Win a Date with Tad Hamilton!
2,263 Wikipedia views yesterday
Sean Hayes
as Richard Levy the Shameless

Sean Hayes played the role of Richard Levy the Shameless.

#12
Most popular actor on Win a Date with Tad Hamilton!
1,467 Wikipedia views yesterday
Gary Cole
as Henry Futch

Gary Cole portrayed the character Henry Futch.

#7
Most popular actor on Win a Date with Tad Hamilton!
2,290 Wikipedia views yesterday
Ginnifer Goodwin
as Cathy Feely

Ginnifer Goodwin brought to life the character Cathy Feely.

#10
Most popular actor on Win a Date with Tad Hamilton!
1,977 Wikipedia views yesterday
Kathryn Hahn
as Angelica

Kathryn Hahn played the role of Angelica.

#2
Most popular actor on Win a Date with Tad Hamilton!
4,691 Wikipedia views yesterday
Octavia Spencer
as Janine
#9
Most popular actor on Win a Date with Tad Hamilton!
2,140 Wikipedia views yesterday
Amy Smart
as Nurse Betty
#11
Most popular actor on Win a Date with Tad Hamilton!
1,827 Wikipedia views yesterday
Stephen Tobolowsky
as George Ruddy
#13
Most popular actor on Win a Date with Tad Hamilton!
828 Wikipedia views yesterday
Wendy Worthington
as Customer
Moon Bloodgood
as Gorgeous Woman
Mary Jo Smith
as Sonja
Jesse Heiman
as Piggly Wiggly Shopper / Movie Patron
#17
Most popular actor on Win a Date with Tad Hamilton!
180 Wikipedia views yesterday
Deena Dill
as Reporter
#18
Most popular actor on Win a Date with Tad Hamilton!
118 Wikipedia views yesterday
Bob Glouberman
as Rosalee's Limo Driver
#22
Most popular actor on Win a Date with Tad Hamilton!
14 Wikipedia views yesterday
Sam Pancake
as Hotel Clerk
#19
Most popular actor on Win a Date with Tad Hamilton!
92 Wikipedia views yesterday
Jay Underwood
as Policeman Tom
#16
Most popular actor on Win a Date with Tad Hamilton!
242 Wikipedia views yesterday
Patrick Thomas O'Brien
as Father Newell
#20
Most popular actor on Win a Date with Tad Hamilton!
47 Wikipedia views yesterday
Willow Bay
as Self
#15
Most popular actor on Win a Date with Tad Hamilton!
266 Wikipedia views yesterday
Jordana Brewster
as Actress
#6
Most popular actor on Win a Date with Tad Hamilton!
2,355 Wikipedia views yesterday
Paris Hilton
as Heather
#3
Most popular actor on Win a Date with Tad Hamilton!
4,407 Wikipedia views yesterday
Sabrina Culver
as Piggly Wiggly Customer
Lauren Cohn
as Crying Woman
#23
Most popular actor on Win a Date with Tad Hamilton!
7 Wikipedia views yesterday
Patrick Fischler
as Waiter
#14
Most popular actor on Win a Date with Tad Hamilton!
493 Wikipedia views yesterday
Bonnie McKee
as Self
Karly Rothenberg
as Piggly Wiggly Shopper
#21
Most popular actor on Win a Date with Tad Hamilton!
23 Wikipedia views yesterday
Diane Sellers
as Hotel Maid
Norman Fessler
as Piggly Wiggly Bakery Manager (uncredited)
For the best insights and data about Win a Date with Tad Hamilton!, visit our main Win a Date with Tad Hamilton! page.