Hi, Phil

A soft office look for a San Francisco weekday. Charles Tyrwhitt light blue textured dress shirt, Lululemon navy pants, black dress shoes, Roark navy plaid olive quilted lining shirt-jacket, and Timberland black silver buckle belt.

An easy errand look from pieces you own. Orange polo shirt, black athletic shorts, white sneakers, and Puma grey color-block socks.

Dinner clothes from your closet. Burgundy long-sleeve shirt, Stitch Fix navy pants, black dress shoes, and charcoal blazer.

A layered look for San Francisco drizzle. No rain jacket in your closet yet. Port & Company white shirt, blue-gray pants, black dress shoes, and lavender jacket.