Executive Leather Messenger
Executive Leather Messenger
Our distressed full-grain grizzly leather only looks better with age
Grizzly leather's beautiful patina (Pictured: Staad Attaché)
Two deep organizational pockets (one zips closed)
Two padded laptop and tablet compartments
Compact fits up to a 15" laptop and your work essentials
Full sizes accommodates bulkier items
Designed for comfort: ergonimically-placed handles, adjustable straps
Slot for carry-on handles
Compact and Full sizes
Full size, Grizzly Leather
Available in three full-grain leather colors
Chocolate Leather
Grizzly Leather
Black Leather

Executive Leather Messenger

-158 in stock

Handcrafted from full-grain leather, this classic messenger bag hosts modern features for today’s digital lifestyle: padded laptop and tablet compartments and ample pockets for storing tech gear.


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  • Details
  • Reviews
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All our products are crafted locally in our workshop by the most skilled sewing team in San Francisco.


  • Full-grain, naturally tanned leather
  • More details here

Dimensions & Weight:

  • Compact:
  • 14.25” (l) x 2.75”-3” (w) x 10.5” (h); 3.25 lbs.
    36.19 (l) x 6.98-7.62 (w) x 26.67 (h) cm; 1.47 kg
    Volume: 7.5 liters

  • Full:
  • 15” (l) x 3.25”-3.5” (w) x 12” (h); 3.5 lbs.
    38.1 (l) x 8.25 (w) x 30.48 (l) cm; 1.58 kg
    Volume: 10.5 liters


  • Metal key fob facilitates convenient key retrieval.
  • Dual-layer leather flap shuts securely with a paragliding buckle.
  • Gold, water-resistant liner lights up interior for increased visibility.
  • Two padded compartments for protecting a 16-inch laptop and 13-inch tablet.
  • Rear panel slides over wheeled-suitcase handles for hands-free airport navigation.
  • Leather grab handle, secured with strong rivets, offers a more formal carrying option.
  • Adjustable shoulder strap with a removable floating shoulder pad keeps strap in place.
  • Luxuriously-soft, lined pockets under front flap holds a smartphone and other quick-access items.
  • Interior pockets include one zippered for valuables, open-topped for cords and accessories, and one pen slot.


  • Domestic: Flat rate 2-day shipping.  Details.
  • International: 2-3 business day delivery. Country duty/tax calculated at Checkout. Details.

Customer Reviews

Based on 82 reviews
Jim C. (California, United States)
Executive Leather Messenger Bag

Gave this bag as a gift to my wife. We were both amazed at the craftsmanship and quality. So happy I chose Waterfield Design for this amazing bag.

Anonymous (Baden-Württemberg, Germany)
Pretty good

I love the Messenger, just as I expected it. Really outstanding Bag! The Gesr Pouch, unfortunately, is to small. I‘d like to replace it with the bigger one, but shipping costs just don‘t allow that, as they are to high for my country. The Tech folio is somewhat good. Good to store the iPad an cables but the (european) Powersupply makes it a bit thick and not good looking anymore, might replace that as well with a differentere one, but not yet sure. If the shipping to Germany would be cheaper, I‘s definitely would buy even more products!

Jeremy C.
Awesome bag

I searched and searched for a bag that was exactly what I wanted. 2 days later I stumbled on sfbags. I was very hesitant about ordering this due to the cost so I searched some more and return here. I ordered the compact bag and realized it was too small after I put my MBP14, 2 iPads and a notebook in it so I returned it for the larger one. I love this bag. It is the grizzly leather, smells and looks great. I highly recommend it plus it’s MADE IN THE USA ♥️

Michi (Australian Capital Territory, Australia)
Best Bag I've Ever Purchased

I'm a fan of Waterfield having bought a few things from them in the past, and they've never disappointed me. I'm happy to say this has continued with the leather messenger bag. Even though I paid quite a lot extra being in Australia, after getting the bag, I know it was worth it. The construction is beautiful but also high-quality; I know this bag will last me a very long time. And it's super practical as well with the unbelievably satisfying paragliding buckle, the angled construction of the handle and the surprising number of pockets on the inside. Would 100% recommend, even if it seems a bit pricy for you, because it's going to last many times longer than a bag that's half the price.

KAI S. (Nevada, United States)
Timeless Beauty

What a beautifully crafted messenger bag. I am so glad I got this one for teh quick sprints around town.
Love the all-leather design, solid construction and this will last for generations.
I just wish the leather strap was removable,

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Waterfield Designs Executive Leather Messenger review: Professional practicality

iMore - September 8, 2019

“When you want to make a statement with your laptop bag, look no further.”

4.5 out of 5 stars


The Executive Leather Messenger Bag is available in two sizes each with a built-in padded compartment for laptops and tablets. The following devices can fit in these sizes: 

Compact - Laptop Compartment fits devices up to 14.09" x 9.7" 

  • 14" MacBook Pro M1
  • 16" MacBook Pro M1 (snug fit)
  • 16” MacBook Pro
  • 13” MacBook Pro
  • 13" MacBook Air
  • Surface Book 3 (13.5")
  • Surface Laptop 4 & 3 (13.5")
  • Dell XPS 13
  • Lenovo X1 Carbon Gen 7

Compact - Tablet Compartment fits devices up to 13" x 8.75" 

  • 12.9" iPad Pro with Magic Keyboard
  • 11” iPad Pro with Magic Keyboard
  • 11" iPad Air with Magic Keyboard
  • Pixel Slate
  • Surface Pro X, Pro 8, Go with Type Cover

Full - Laptop Compartment fits devices up to 14.25" x 9.75" 

  • 14" MacBook Pro M1
  • 16" MacBook Pro M1
  • 16" MacBook Pro
  • 13" MacBook Pro
  • 13" MacBook Air
  • Surface Book 3 (15")
  • Surface Laptop 4 & 3 (15")

Full - Tablet Compartment fits devices up to 13.5" x 8.5" 

  • 12.9" iPad Pro with Magic Keyboard
  • 11" iPad Pro with Magic Keyboard
  • 11" iPad Air with Magic Keyboard
  • Pixel Slate
  • Surface Pro X, Pro 8, Go with Type Cover


We usually recommend not doing anything to the full-grain leather of your bag, letting it develop it's own beautiful patina over time. However, you may want to freshen it up a bit with a leather conditioner. The leather may darken a bit, so test the reaction first on a spot that's not highly visible, like the bottom of the bag. For the distressed leather that we use, you can also spread the oils around and smooth them out a bit with heat from a hair dryer. 

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