• Carried with Confidence by 50,000+
  • 1 Year Warranty & 30 Day Returns
  • Rated 4.8/5 from 1300+ Reviews
  • Carried with Confidence by 50,000+ | Rated 4.8/5
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 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 $375
Regular price Sale price $375
Graduation Sale Sold out

Save 20% with Code MEMORIAL20 | Ends Tue May 27

“The Real Leather Co.'s bags show you're a professional that's going places.“

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Color
In stock - Ready to ship
Size Guide

Fast & Free Delivery

Please note the date displayed here is for delivery of this item to the contiguous US.

Free shipping is currently available on all orders. Most customers in the contiguous U.S. receive their bags within 2–6 business days.

We also ship to Canada, the UK, Australia, and New Zealand at no cost. Delivery times vary slightly by location. Read full shipping policy.

1-Year Warranty Included

Every bag comes with a 1-year warranty covering hardware and craftsmanship issues that affect functionality. If something goes wrong, we’ll make it right — with free repairs, parts, or full replacement, depending on the issue. Read full warranty policy.

Easy 30 Day Returns & Exchanges

If you’re not 100% satisfied, you’ve got a full 30 days from your order date to return or exchange your item. We offer full refunds or easy exchanges, and our expert team is happy to recommend something better suited if needed. Items must be unused and in original condition. Read full returns policy.

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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.

We’re committed to delivering your new leather goods quickly and efficiently. Orders are processed within 1-2 days, and with shipping typically taking 2-5 days, you can expect your bag to arrive at your doorstep in no time.

Plus, enjoy the added benefit of free shipping to the contiguous US, UK, and Canada, ensuring a smooth and shopping experience from start to finish.

Every bag comes with a 1-year warranty covering hardware and craftsmanship issues that affect functionality. If something goes wrong, we’ll make it right — with free repairs, parts, or full replacement, depending on the issue.

If your new leather goods don’t meet your expectations, simply return within 30 days for a refund. Our hassle-free returns process ensures you can shop with confidence, knowing that your satisfaction is our top priority.

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

We’re committed to delivering your new leather goods quickly and efficiently. Orders are processed within 1-2 days, and with shipping typically taking 2-5 days, you can expect your bag to arrive at your doorstep in no time.

Plus, enjoy the added benefit of free shipping to the contiguous US, UK, and Canada, ensuring a smooth and shopping experience from start to finish.

Warranty & Returns Toggle

Every bag comes with a 1-year warranty covering hardware and craftsmanship issues that affect functionality. If something goes wrong, we’ll make it right — with free repairs, parts, or full replacement, depending on the issue.

If your new leather goods don’t meet your expectations, simply return within 30 days for a refund. Our hassle-free returns process ensures you can shop with confidence, knowing that your satisfaction is our top priority.

Recommended by

“Bags that elevate your presence in any boardroom or airport lounge.”

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“The Real Leather Co.'s bags show you're a professional that's going places.”

Esquire_(magazine)-Logo.wine 1.png__PID:d02254ac-ee4a-4481-bb6b-f722faa98321

“Bags that elevate your presence in any boardroom or airport lounge.”

GQ-Logo 1.png__PID:663e4a17-4327-49e6-8759-ba25b32ac4c7

“The Real Leather Co.'s bags show you're a professional that's going places.”

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“Looks the part. Helps you feel it too.”

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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.

As seen in

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Rated 4.8/5 from 1352 reviews

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"This bag was a great confidence boost on my first day at a new firm."

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Chicago, US

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"I've been practicing law for years and now I finally feel like I look the part."

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New York, US

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"I definitely feel more professional walking into client meetings with this bag."

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Toronto, CA

Mask group (3).png__PID:4f2adfc8-0652-430a-85e9-9fbea6e51709

"This bag was a great confidence boost on my first day at a new firm."

Group 20268 (1).png__PID:e4e5a4cc-f436-4f6b-9e25-1a4cfb1ee605

Chicago, US

Mask group (3).png__PID:4f2adfc8-0652-430a-85e9-9fbea6e51709

"I've been practicing law for years and now I finally feel like I look the part."

Group 20268.png__PID:e5a4ccf4-36df-4b9e-a51a-4cfb1ee60577

New York, US

Mask group (3).png__PID:4f2adfc8-0652-430a-85e9-9fbea6e51709

"I definitely feel more professional walking into client meetings with this bag."

Group 20268 (2).png__PID:6ae4e5a4-ccf4-46df-ab9e-251a4cfb1ee6

Toronto, CA

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 1 year warranty, shipping, and more.

How long do your leather bags last?

To make our leather bags, we use only the finest full grain leather, reinforced hardware and expert craftsmanship.

With proper care, they’ll age beautifully and only get better over the years. Many of our customers see them as heirlooms in the making.

Do you offer a warranty or guarantee?

All our bags come with a 1-year warranty covering manufacturing defects. We’ll repair or replace your bag if anything goes wrong. Read more on our Warranty Policy.

Can I return or exchange my order?

Absolutely—we offer hassle-free returns within 30 days and exchanges are also available. We’ll make sure you end up with the right piece. Read more on our Returns Policy.

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. Read more on our Shipping Policy.

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.

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 specifications or size guide, 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?

Yes - 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.

Is your checkout safe and secure?

Yes—our site uses full SSL encryption and secure payment providers. We accept all major credit cards, PayPal, and pay-in-4 options.

How can I contact customer support?

Our leather experts are here to help. Reach out anytime via our contact page and we’ll get back to you quickly.

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!

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Carried with Confidence by 50,000+

Whether it’s walking into a new job, the daily commute or a weekend getaway, over 50,000 lawyers, bankers and executives trust our leather bags to help them carry with confidence.

Rated 4.8/5 stars from over a thousand verified reviews, our timeless designs and heirloom quality craftsmanship are built to impress - wherever life takes you.

SHOP BEST SELLERS
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Carried with Confidence by 50,000+

Whether it’s walking into a new job, the daily commute or a weekend getaway, over 50,000 lawyers, bankers and executives trust our leather bags to help them carry with confidence.

Rated 4.8/5 stars from over a thousand verified reviews, our timeless designs and heirloom quality craftsmanship are built to impress - wherever life takes you.

SHOP BEST SELLERS
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Crafted for Those
Who Expect More

From a quiet attic workshop in rural England to 50,000 professionals worldwide, our story is rooted in legacy, craftsmanship, and purpose.

Discover how a grandfather’s lesson led to something truly lasting.

READ OUR STORY
Frame 2 (14) (1).jpg__PID:6a8f6c91-73e1-4969-9fa0-66f6f9e2951b

Crafted for Those
Who Expect More

From a quiet attic workshop in rural England to 50,000 professionals worldwide, our story is rooted in legacy, craftsmanship, and purpose.

Discover how a grandfather’s lesson led to something truly lasting.

READ OUR STORY