The Pilot
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot
The Pilot
The Pilot
The Pilot
The Pilot
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
Bestseller
The Pilot
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot
The Pilot
The Pilot
The Pilot
The Pilot
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag
The Pilot Men's Buffalo Leather Messenger Laptop Bag

The Pilot

The Pilot

Regular price $299
Regular price $399 Sale price $299
Graduation Sale Sold out
Color

Lead with purpose—The Pilot is your leather command center for business, travel, and everyday grit.

In stock - Ready to ship
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Take charge with The Pilot, a brown leather briefcase built for those who lead with style and strength. Crafted from rugged top-grain water buffalo leather, it offers ample storage with a padded laptop compartment and easy-access pockets. The durable, shock-absorbent strap ensures comfort, making this your ultimate companion for every adventure.

Features

  • Made from top-grain water buffalo leather
  • Flap-over design with a magnetic closure
  • Zippered main compartment features two large separate sections
  • Four exterior side pockets for easy access items
  • Comes with an adjustable, durable, non-slip, shock absorbent leather strap that is designed to reduce shoulder strain
  • Please note this item no longer comes with a luggage strap
  • Padded laptop compartment fits and protects up to most 16-inch screen display laptops (diagonal measurement)

Specifications

  • Dimensions: 18" L x 14" H x 5" W

Made by Kodiak Leather Co.

Crafted from rugged top-grain water buffalo leather, The Pilot is a statement briefcase built for professionals who lead with confidence. Featuring a magnetic flap-over design, dual-section main compartment, and four exterior pockets for quick access, it balances capacity with smart organization. A padded laptop compartment protects up to a 16" device, while the shock-absorbent strap provides long-wear comfort. Tough, stylish, and reliable—it’s the bag that goes where you go.

Description Toggle

Take charge with The Pilot, a brown leather briefcase built for those who lead with style and strength. Crafted from rugged top-grain water buffalo leather, it offers ample storage with a padded laptop compartment and easy-access pockets. The durable, shock-absorbent strap ensures comfort, making this your ultimate companion for every adventure.

Specifications Toggle

Features

  • Made from top-grain water buffalo leather
  • Flap-over design with a magnetic closure
  • Zippered main compartment features two large separate sections
  • Four exterior side pockets for easy access items
  • Comes with an adjustable, durable, non-slip, shock absorbent leather strap that is designed to reduce shoulder strain
  • Please note this item no longer comes with a luggage strap
  • Padded laptop compartment fits and protects up to most 16-inch screen display laptops (diagonal measurement)

Specifications

  • Dimensions: 18" L x 14" H x 5" W

Made by Kodiak Leather Co.

The Pilot Difference Toggle

Crafted from rugged top-grain water buffalo leather, The Pilot is a statement briefcase built for professionals who lead with confidence. Featuring a magnetic flap-over design, dual-section main compartment, and four exterior pockets for quick access, it balances capacity with smart organization. A padded laptop compartment protects up to a 16" device, while the shock-absorbent strap provides long-wear comfort. Tough, stylish, and reliable—it’s the bag that goes where you go.

Shipping Toggle
Returns Toggle

Built for Those Who Take Command

The Pilot’s bold water buffalo leather exterior sends a clear message: you’re not here to blend in.

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Organized for Action

With two large interior sections and four exterior pockets, this bag keeps you ready for anything.

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Laptop Ready, Adventure Proof

A padded laptop compartment protects your device—so whether it’s a commute or a cross-country trip, you’re covered.

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Comfort on the Move

The shock-absorbent, non-slip strap keeps your carry comfortable—even when the bag is fully loaded.

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Style That Doesn’t Back Down

The Pilot ages beautifully with use, developing a rugged patina that reflects every step of your journey.

FAQ

Find all the answers you need to enjoy our premium leather goods with confidence. Explore our FAQs to learn about our high-quality materials, easy returns, free shipping, and more.

What type of leather are your bags made from?

Our bags are made from a range of quality full grain and top grain leathers. Our leathers are renowned for their durability, rich texture, and ability to develop a beautiful patina over time.

How do I care for your leather bags?

To keep our bags looking their best, we recommend regular conditioning with a leather cream and avoiding prolonged exposure to water. For more information, read our leather care guide.

What is your return and exchange policy?

We offer hassle-free returns and exchanges within 30 days of purchase. If you’re not completely satisfied, we’ll make it right.

Do you offer a warranty or guarantee?

Yes, we offer a 30-day money-back guarantee. If you're not completely satisfied with your purchase, you can return it within 30 days for a full refund. We’re confident in the quality of our products and want you to shop with peace of mind.

How long does shipping take, and is it free?

Your order will be processed within 1-2 days, and then delivery typically takes 2-5 days. Best of all, shipping is free to the contiguous US, UK, and Canada.

Can I personalize or customize my leather bag?

While we don’t offer monogramming, our high-quality leather products can easily be personalized by a local leatherworker for a custom touch.

Will my device fit?

To check if your device fits any product:

1. Measure diagonally across your screen (only the screen, not the frame or edges).
2. Round down to the nearest whole inch (e.g., 15.6” becomes 15”).
3. If your measurement is equal to or smaller than the size given on the product page, your device will fit. If larger, consider a different bag size.

Example: A 14-inch laptop will fit any bag labeled for up to 15-inch devices

Will this bag fit me?

Our leather bags are designed for all body sizes, with adjustable shoulder and backpack straps available on our leather goods.

Real leather is naturally heavier, so we’ve made the straps easy to adjust for maximum comfort and effortless carrying.

Customer Reviews

Based on 30 reviews
83%
(25)
7%
(2)
3%
(1)
0%
(0)
7%
(2)
C
C. M.
Super quality

The quality is superb! My favorite bag I've owned

Thanks for taking the time to leave a photo review! We're delighted to hear that.

N
Nathan
Great Quality Bag

Wonderful quality, great look and very sturdy. Overall 10/10 bag that I would buy again.

Thanks Nathan, that's great to read. We're delighted you like your bag.

C
C.H. (New York, US)
"my husband is getting it for Christmas - he doesn't know yet!"

Posted by TRLC admin: This video was submitted by one of our valued customers and is shared here with their full permission.

Thanks Carleen! We hope he loves it!!

C
Carleen Y. (Houston, US)
Gorgeous bag

Very practical and stylish. Leather is fantastic.

M
Marvin D. (Smyrna, US)
Love it

When I walk into my home office I smell my bag and it smells so nice! The bag itself is amazing and really feels like high quality- hopefully I can post an update in 30 years

Terrific, thanks Marvin!

W
Warren K. (Atlanta, US)
The Pilot

This leather briefcase was the best I’ve had yet! Super great quality!

Thanks Warren!

M
Makenzie A. (Leawood, US)

The Pilot

Thanks Makenzie!

a
andrew c. (Mount Olive, US)
The Pilot

From the gym, to work, to Bible study, to home, this bag does it ALL!
Very happy!

Amazing thanks andrew!

C
Crystal T.
Spacious & Sharp

I gave this to my husband as a Christmas present & he is enjoying it!

Thanks Crystal!

s
stephen h. (Port Moresby, PG)
The Pilot Leather Bag

I am a leather person who loves the bag, wallet, as long as leather products. have a range of leather message bags from various made, this Pilot bag is among the best quality leather bag even have and suit my office work, unfortunately the real leather company not able to do direct sales to me in Papau New Guinea, I have to trouble my friend in US to order and send by DHL, all the hassle are worth it, use it everyday, no regrets

That's great to hear thanks Stephen! We apologize we weren't able to ship it to you directly. But we're delighted to hear you managed to get it anyway!