Sean Penn and Josh Brolin have appeared together in 4 films between 2009 and 2020, with a combined box office of $106.6 million. Every shared film with year, roles and gross, plus who else each works with most.
| Year | Film | Box office |
|---|---|---|
| 2009 | The People Speak | |
| 2011 | Woody Allen: A Documentary | |
| 2013 | Gangster Squad | $105.2 million |
| 2020 | Flag Day | $1.4 million |
Sean Penn also often with: Robin Wright (9), Eileen Ryan (8), Benicio del Toro (6), Catherine Keener (5), R. D. Call (5)
Josh Brolin also often with: Giovanni Ribisi (4), Javier Bardem (4), Joseph Gordon-Levitt (4), Austin Abrams (3), Denis Villeneuve (3)