Garry Shandling
Film

Year
Title
Role
Notes
1993
The Night We Never Met
Mr. Vertisey
Uncredited
1994
Love Affair
Kip DeMay
-
1994
Mixed Nuts
Stanley
-
1998
Dr. Dolittle
Male Pigeon (voice)
-
1998
Hurlyburly
Artie
-
2000
What Planet Are You From?
Harold Anderson
Also producer, writer
2001
Town & Country
Griffin Morris
-
2001
Zoolander
Himself
Cameo
2002
Run Ronnie Run!
Himself
Cameo
2005
Trust the Man
Dr. Beekman
-
2006
Over the Hedge
Verne (voice)
-
2006
Hammy's Boomerang Adventure
Verne (voice)
Short film
2010
Iron Man 2
Senator Stern
-
2011
The Brain Storm
Garry Shandling
Short film
2012
The Dictator
Health Inspector
Uncredited cameo
2014
Captain America: The Winter Soldier
Senator Stern
-
2016
The Jungle Book
Ikki (voice)
Posthumous release

Question: In what films did Garry Shandling play Senator Stern?
Answer: Garry Shandling appeared in Iron Man 2 (2010) as Senator Stern and reprised the role in Captain America: The Winter Soldier (2014).