WORKING MAN Brolin made his first movie at 17 and earned an Oscar nomination at 39. In between came a lot of hard work. 'Even if you're great, it doesn't necessarily mean anything. We all know a lot of bad actors out there right now who are extremely successful.' (Josh Brolin wears a What Goes Around Comes Around vintage T-shirt)

Brolin prefers dramas to comedies, but after seeing Woody Allen's 'Midnight in Paris,' he sent the director a note: 'Why couldn't I have been in that movie?' (Josh Brolin wears his own T-shirt and jeans.)

BEST FRIENDS Brolin trades a kiss with his dog, Milo. 'My mom was an animal activist,' he says. 'I grew up with wolves, coyotes, mountain lions, dogs and cats.' (Tom Ford tuxedo, vintage Stetson hat, Scully shirt, bolo tie, What Goes Around Comes Around vintage boots)

Josh Brolin wears a Tom Ford jacket and handkerchief, Scully shirt and bolo, vintage Stetson hat

Josh Brolin wears a vintage t-shirt, 501 Levi's and belt, What Goes Around Comes Around.

Josh Brolin wears a Tom Ford tuxedo, shirt and tie, and a belt from Boot Star L.A.

GROOMER: LAUREN KAYE COHEN AT TRACEY MATTINGLY; PRODUCER: JOY ASBURY; TAILOR: CAROLINE @ LARS NORD: LIGHTING TEC H: SETH GOLDFARB; DIGITAL TECH: GLEN FABIAN; PHOTO ASSISTANT: DAVID SWANSON; STYLIST ASSISTANTS: EILEEN HAYES, STEPHANIE ASHMORE