Garb: Spruce
Timberland Newmarket Boot ($120).
Timberland Adkins Duffle Bag ($348).
Timberland Mumford Chambray Shirt ($60).
Timberland Sargents Lake Chino Pants ($88).
Timberland Tri-fold Wallet ($55).
Head Porter iPad Case ($78).
White Mountaineering Leaf Pattern Sock ($39).
Orlebar Brown Aviator Sunglasses ($300).
1977 Rolex YG Daydate ($5,450).
The Hill-Side Scarf ($50).
Oldest Living Things Print ($1,200).
Presented by Timberland.