The Pilot Shirt

Regular price $ 135.00
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
The Pilot Shirt
*Model is 5'11"/180lbs and wearing size 2

Colors: Black

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Teddy's $50

About The Pilot Shirt: Made from our wrinkle resistant broadcloth, this is an authentic pilot shirt and meets all the required specifications: button-down flap pockets, pen/sunglasses slot on both sides, and button-down epaulette holders. You definitely don't need to be a pilot to wear it but it'd be a lot cooler if you were.
  • Handmade. Never mass-produced
  • 100% long staple Egyptian cotton woven in one of the world's top mills
  • Single needle lockstitched & flat-felled seams means extreme durability
  • A larger drop from chest to waist than any shirt on the market
  • Fits athletic body types like it's custom & lends its shape to slim/average guys 
  • No pulling open and gapping around the buttons
  • The patented Stay-up Collar prevents the collar from collapsing and spreading open.
Our roots are in the custom shirt world and our mission to create the ultimate shirt is guided by that history. Every Zip Fit shirt is imbued with the same qualities and standards and because we sell directly to our customers we can price them at half of what they would cost in a bricks and mortar store:

Teddy's $50 Wager:  We bet your Zip Fit shirt will be the best fitted shirt you’ve ever worn.  If, in your opinion, it isn’t and you decide not to return the shirt, let us know and we’ll send you 50 bucks.

*Model is 5'11"/180lbs and wearing size 2


Our shirts taper toward the midsection and fit close to the body.

If you'd prefer a bit more room, size up!

* Try Find My Size or see our Size Guide for more details

The Zip Fit Shirt, Explained.

Our patented Zip Fit design was created with one goal in mind: to be the Best Fitted Shirt on the Planet.

We studied the archetypal male form to find the ideal ratio between shoulders, chest, waist and hips and built our shirt around it. The zipper evenly distributes any tension and allows you to wear a closer fitting shirt, without looking like you're busting out of it.

When your shirt is shaped like an athlete, you look like one.

I love the fit, feel, and style.
And yes, the zipper is genius.
- John E.

Customer Reviews

Based on 47 reviews
Anna McCann
Height: 170cm
Weight: 63kg
Fit: Runs Large
Size Bought: 1 (S)
Size Normally Worn : S
Not a good fit for an athletic body

My husband is a professional acrobat with wide shoulders/ large chest and a tiny waist, and it is hard to find shirts that fit him well (usually he always has to have them tailored), so I had high hopes for TS when I ordered this for his Christmas present. He is quite short and usually a size S, which TS customer service confirmed based on his measurements. However, the Pilot shirt was extremely baggy on him and the sleeves were long and also very wide. The shoulder width was perfect. I explained this and sent pictures to customer service and asked if it was worth trying the size below or if the shoulders would be too small. They said to try XS. I got the stretch poplin in XS thinking that maybe the stretchy material would also work better. However, this was way too small on the shoulders and the sleeves were too short, whilst it was still baggy on the waist. Now I am having to return the shirt again. I wish that, instead of recommending the smaller size which was so much smaller on the shoulders, customer service had suggested the $50 rebate that I just saw in small print (in case the shirt is not a perfect fit but you still want to keep it). We would have kept the first shirt and used the $50 to have it tailored to be a true slim fit. Now I've wasted a bunch of time with exchanges and returns +postage fee and am back to square one with no xmas present for hubby. I like the idea of the zipper and the quality seems good, the fit just didn't live up to my expectations at all.

Rejuvenesse Spa
Fit: Runs Small
Size Bought: 4 (L)
Size Normally Worn : L


Height: 6ft
Weight: 170
Fit: True to Size
Size Bought: 2 (M)
Size Normally Worn : M
Top tier shirt

Shirt fits perfectly

Scitt Haslip
Height: 6-4
Weight: 225
Fit: Runs Small
Size Bought: 6 (XXL)
Size Normally Worn : XL
Good looking shirt

I love the look. Scared to wash, will probably dry clean only. Wish the shirts were a bit cheaper, would by more. But its a nice luxury (for me) shirt, and it makes me look as sexy and hot as this 60yo can get.

David Scottberg
Height: 6’1”
Weight: 185
Fit: True to Size
Size Bought: 4 (L)
Size Normally Worn : L
Killer shirt

I’m always skeptical ordering clothes from online ads. These are what they say they are and what they look like.

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