How many movies have Benicio del Toro and Josh Brolin acted in together?

They have worked on 5 movies together! Their first movie together was Guardians of the Galaxy (2014) while their highest rated movie together was Avengers: Infinity War (2018). They have not worked together since Sicario: Day of the Soldado (2018). They are most known for their action films together.

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Taneleer Tivan / The Collector
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Thanos
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Alejandro Gillick
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Matt Graver
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Sauncho Smilax
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Lt. Det. Christian F. "Bigfoot" Bjornsen
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Taneleer Tivan / The Collector
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Thanos (uncredited)