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Jake Gyllenhaal: Best Dressed Man of the Month

A perfectly tailored sport coat balances out indigo straight leg denim and a pair of nicely worn-in work boots.

In the midst of a globetrotting press junket, or a simple weekend getaway, classics like gray knits and blue jeans have a worldwide versatility.

Filson's take on the Levi's trucker jacket means business; regardless if that involves getting your hands dirty or not.

Chambray and denim fit nicely together when of vastly contrasting tones, as displayed here.

Jake Gyllenhaal attending a screening of "Source Code" hosted by The Cinema Society & Coach: Near-perfect tailoring and a irreverent disregard for neckwear can even make a pairing like midnight blue and black work.

"While it’s hard to blame someone for not dressing to the nines for Access Hollywood at the crack of dawn, we certainly admire those who do. This month’s honoree, Jake Gyllenhaal, got up early and showed that classic American work wear and impeccable tailoring–paired together or separate–are essential elements of a wardrobe subject to carry-ons, overhead compartments, and cramped hotel closets". Source: www.gilt.com