Check shirt, $98
This fall, gingham is an option if it's done in sophisticated neutral tones like this brown check. With crazy Bay Area weather, this medium weight cotton is perfect by itself or layered. Two patch pockets on the chest.
Long-sleeve button downs don't have to be boring when they come in a muted red hue. Details include double-buttoned barrel cuffs and button-flap chest pocket.
Estate trouser, $135
Swap your boring old black slacks for some brown pinstripe ones. Cut with a clean, modern silhouette in 100% cotton with subtle detailing, these pants look great dressed up or dress down.