We live in a time when we no longer need to be tied to a desk, punching buttons until we punch out. Cords have been cut, and we’re free to carve a path wherever we go. But for that kind of spontaneity, you need a style that can adapt to different situations. For a look that can carry you through a morning in the city and an afternoon in the great outdoors, turn to Timberland. Here we’ve paired Timberland Boot Company’s Lineman Boots, which were inspired by the rugged boots lineman wore in the early 1900s while climbing poles and lines, with a denim, slim fit Mumford River Shirt and Timberland’s Thompson Lake Slim Fit Cargo Pants. For the cold months ahead, we added the Mount Webster Leather Bomber Jacket, which is ready for the strong city winds and the chill of the great outdoors. We’ve also included some reading material to toss in your Adkins Leather Duffle Bag for when you have to hit the subway. No matter where the day takes you, you’ll be ready.

  • Timberland Boot Company 6-inch Lineman Boots – $475
  • Timberland Mumford River Slim Fit Denim Shirt – $98
  • Timberland Thompson Lake Slim Fit Cargo Pant – $78
  • Timberland Mount Webster Leather Bomber Jacket – $648
  • Timberland Adkins Leather Duffle Bag – $348
  • Timberland Bartlett Multifunctional Wristwatch – $179
  • Freeman’s: Arrival$12


Want to skip Costanza-sized billfolds and traditional leather wallet options in favor of something with more durability and RFID-protection? Check out The Ridge Wallet. Made with carbon fiber, titanium or aluminum, and available in a number of different colorways and styles, The Ridge Wallet is a slim, front pocket wallet perfect for your everyday carry that’s built to last and guaranteed for life. Re-evaluate your everyday carry and ditch the bulky wallet in favor of something sleek and stylish from Ridge Wallet.