The Gift Guide

Finding the perfect gift takes some finesse, so this year we’ve streamlined the process with a handy Holiday Gift Guide. No matter your budget, we’ve hand-picked an awesome array of seasonal standouts. Happy shopping.

Stylist Picks

We tapped some of our most fashionable friends for some styling tips to help you envision what our gear looks like out in the wild. These folks know a thing or two about building a killer look, so if you’re in need of some inspiration, check it out.

Andrew wearing TS gear.
Stylist Picks

Andrew Haynes

Designer & Executive Creative Director of Fairgame Golf 

Longtime buddy, creative juggernaut, and golf guru Andrew Haynes is the king of bringing a fresh take to that classic fairway style. His picks lean towards timeless patterns, substantial materials, and clean silhouettes for his TS holiday picks. 

  • flatlay of The Sheffield Sportcoat in Coal Slub Check
  • flatlay of The Jack in Spruce Houndstooth Check folded
  • flatlay of jacket
  • flatlay of The Carmel Pant in Timber folded
  • flatlay of The Rib Beanie in Heather Navy
Ryan wearing TS gear
Stylist Picks

Ryan Cascarano

Menswear Aficionado, Environmental Consultant

“When temperatures drop out here in Chicago, I like to layer up with classic pieces that have a ton of texture. A bomber jacket and jeans combo is a totally timeless getup that works when I’m shooting photos in the city, but when conditions get rougher, you can’t beat a wool trouser. Always great to know that my duds didn’t come at the expense of the environment, too.”

  • flatlay of The Port Jacket in Khaki Kilim
  • folded flatlay of The Democratic Jean in Sawyer Wash Organic Selvage
  • flatlay of The Bomber Jacket in Espresso Marl Wool
  • flatlay of The Carnegie Pant in Army Herringbone Wool folded
Spencer wearing TS gear
Stylist Picks

Spencer Hill

Founder of Urbane Ritual, TS Model

We’ve been working with Spencer for years, and over that time we’ve become great friends and he’s gotten to know a heck of a lot of our gear. So when it comes to picking out his favorites of the bunch, it’s safe to say Spencer is working with a seriously well informed opinion. Thanks for your two cents, buddy. We’ll see you soon.

  • flatlay of The Lodge Sweater in Camel
  • flatlay of The Yosemite Shirt in Icicle Check
  • flatlay of The Port Jacket in Sunset Stripe
  • flatlay of The Democratic Jean in Patch Wash Selvage, shown folded from front
Theon wearing The Jack in Academy Plaid
Stylist Picks

Theon Holland

TS Model, Athlete & Creator

Theon is always impressing us with the unique combinations he comes up with for our gear. Finding striking ways to pair up our slightly more formal offerings with laid back styles. His picks favor knits and classic shirting, but given his athletic prowess on the heavy bag, a solid set of sweats remains a trusted home base. 

  • flatlay of The Timberline Jacket in Onyx Sherpa
  • folded flatlay of The Democratic Jean in Rinsed Organic Selvage
  • flatlay folded of The Jack in Natural Jaspe Waffle
  • flatlay of The Democratic All Day Pant in Khaki Cord
  • flatlay of The Easy Pant in Olive Herringbone
  • The Heavy Bag Tee in Natural
A man walking with a guitar while smoking a pipe
Stylist Picks

Cory Mahlke


"I am definitely a layers guy. My go-to shirt for this time of year is The Yosemite, and with the way the Minnesota weather can vary so much throughout the day this time of year, I love the Heavy Bag Tee as a base layer. For colder days, I think The Lined Shop Shirt is the perfect shirt jacket to seal the deal."

  • flatlay of The Heavy Bag Henley in Natural
  • flatlay of The Heavy Bag Tee in Black
  • Folded flatlay of The Yosemite Shirt in Copper
  • flatlay of The Lined Shop Shirt in Stone Boss Duck
A woman sitting in a chair outside
Stylist Picks

Amanda Arends

Marketing Director

Colder weather style is actually my favorite. I'm all about layering and if you have just a few solid pieces you can wear them interchangibly with each other to create a lot of different looks.

  • folded flatlay
  • flatlay of The Apres Pant in Coal Waffle folded
  • flatlay of The Heavy Bag Henley in Oatmeal
  • flatlay of The Port Jacket in Sunset Stripe
A man standing on a bridge
Stylist Picks

Brian Chan

Menswear icon, TS Ambassador

When I'm not in a suit and need to pull together a casual outfit to wear, 99% of the time I find myself putting on pieces from TS. Not only is the quality and range top-notch, but I have not come across clothing that fit me more perfectly off the rack. Plus, the longevity of pieces from TS doesn't hurt either as I can never see anything from TS going out of style. Here are some of my favorites that you absolutely need in your wardrobe.

  • flatlay of The Heavy Bag Tee in Burgundy
  • flatlay of The Service Shirt in Ginger Melange Wool folded
  • flatlay of The Ojai Jacket in Army Cord
  • flatlay of The Explorer Shirt in Cardinal Plaid folded
  • flatlay of The Port Jacket in Khaki Kilim
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