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Win Win
Cast
33 cast members · 17 with popularity data
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Sorted by Buzz Score · June 18, 2026
1
Bobby Cannavale
Terry Delfino
3.2
#1,280 overall
2
Melanie Lynskey
Cindy Timmons
3.1
#1,309 overall
3
Paul Giamatti
Mike Flaherty
2.2
#2,185 overall
4
Amy Ryan
Jackie Flaherty
2.1
#2,369 overall
5
Jeffrey Tambor
Vigman
1.6
#3,294 overall
6
Margo Martindale
Eleanor
1.5
#3,540 overall
7
Burt Young
Leo Poplar
1.0
#5,528 overall
8
Nina Arianda
Shelly
0.5
#10,832 overall
9
Marceline Hugot
Woman Jogging
0.1
#23,984 overall
10
Clare Foley
Abby
0.1
#27,277 overall
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11
Darren Goldstein
Sheffield Coach
0.1
#30,366 overall
12
Sharon Wilkins
Judge Lee
0.1
#32,523 overall
13
David Thompson
Stemler
0.1
#34,830 overall
14
Alex Shaffer
Kyle
0.0
#41,378 overall
15
Emma Degerstedt
Miss Durrance (uncredited)
0.0
#49,349 overall
16
Marcia Haufrecht
Gina Flaherty
0.0
#60,940 overall
17
Tom McArdle
Wrestling Match Announcer (uncredited)
0.0
#61,841 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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