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Win Win
Cast
33 cast members · 17 with popularity data
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Sorted by Buzz Score · May 29, 2026
1
Bobby Cannavale
Terry Delfino
4.2
#947 overall
2
Melanie Lynskey
Cindy Timmons
3.0
#1,549 overall
3
Paul Giamatti
Mike Flaherty
2.3
#2,273 overall
4
Jeffrey Tambor
Vigman
1.6
#3,581 overall
5
Amy Ryan
Jackie Flaherty
1.5
#3,949 overall
6
Margo Martindale
Eleanor
1.2
#4,843 overall
7
Burt Young
Leo Poplar
0.7
#8,065 overall
8
Nina Arianda
Shelly
0.3
#16,434 overall
9
Marceline Hugot
Woman Jogging
0.1
#22,840 overall
10
David Thompson
Stemler
0.1
#28,091 overall
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11
Clare Foley
Abby
0.1
#28,468 overall
12
Darren Goldstein
Sheffield Coach
0.1
#29,613 overall
13
Sharon Wilkins
Judge Lee
0.0
#37,850 overall
14
Emma Degerstedt
Miss Durrance (uncredited)
0.0
#47,449 overall
15
Alex Shaffer
Kyle
0.0
#51,059 overall
16
Marcia Haufrecht
Gina Flaherty
0.0
#60,914 overall
17
Tom McArdle
Wrestling Match Announcer (uncredited)
0.0
#61,633 overall
18
Mike Diliello
Jimmy Reed
—
19
Penelope Kindred
Stella
—
20
Sophie Kindred
Stella
—
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21
Tim Ransom
Stuart Thatcher
—
22
Nicholas Somers
BHS Coach
—
23
Jacqueline Brogan
Woman Jogging
—
24
Edmund Ikeda
Frank
—
25
Joseph Tiboni
Steve Deluca / Principal
—
26
Pam Levine
Church Soloist
—
27
Dariusz M. Uczkowski
Zachary Lowenstein
—
28
Earl Baker Jr.
Staff Member
—
29
Nicholas Lopez
Anthony Pizzno
—
30
Austin Ward
Peter Molter
—
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31
Joanna Theobalds
Gina (uncredited)
—
32
Jill DeMonstoy
Wrestling Mom (uncredited)
—
33
Cliff Moylan
Contractor (uncredited)
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