Win Win Cast
The cast of Win Win including popularity data. Data for April 23, 2025.
Paul Giamatti
as Mike Flaherty

Paul Giamatti plays the character of Mike Flaherty.

#2
Most popular actor on Win Win
6,276 Wikipedia views yesterday
Alex Shaffer
as Kyle

Alex Shaffer portrays the character of Kyle.

Amy Ryan
as Jackie Flaherty

Amy Ryan embodies the role of Jackie Flaherty.

#5
Most popular actor on Win Win
2,084 Wikipedia views yesterday
Melanie Lynskey
as Cindy Timmons

Melanie Lynskey portrays the character of Cindy Timmons.

#1
Most popular actor on Win Win
8,940 Wikipedia views yesterday
Bobby Cannavale
as Terry Delfino

Bobby Cannavale plays the character of Terry Delfino.

#3
Most popular actor on Win Win
3,389 Wikipedia views yesterday
Jeffrey Tambor
as Vigman

Jeffrey Tambor portrays the character of Vigman.

#4
Most popular actor on Win Win
2,132 Wikipedia views yesterday
Burt Young
as Leo Poplar

Burt Young embodies the role of Leo Poplar.

#7
Most popular actor on Win Win
736 Wikipedia views yesterday
Nina Arianda
as Shelly

Nina Arianda plays the character of Shelly.

#8
Most popular actor on Win Win
672 Wikipedia views yesterday
Margo Martindale
as Eleanor
#6
Most popular actor on Win Win
1,551 Wikipedia views yesterday
Clare Foley
as Abby
#10
Most popular actor on Win Win
93 Wikipedia views yesterday
David Thompson
as Stemler
#9
Most popular actor on Win Win
236 Wikipedia views yesterday
Marcia Haufrecht
as Gina Flaherty
#14
Most popular actor on Win Win
6 Wikipedia views yesterday
Sharon Wilkins
as Judge Lee
#13
Most popular actor on Win Win
23 Wikipedia views yesterday
Penelope Kindred
as Stella
Sophie Kindred
as Stella
Tim Ransom
as Stuart Thatcher
Marceline Hugot
as Woman Jogging
#11
Most popular actor on Win Win
86 Wikipedia views yesterday
Darren Goldstein
as Sheffield Coach
#12
Most popular actor on Win Win
85 Wikipedia views yesterday
Edmund Ikeda
as Frank
Joseph Tiboni
as Steve Deluca / Principal
Pam Levine
as Church Soloist
Dariusz M. Uczkowski
as Zachary Lowenstein
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