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

-31 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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  • Specs
  • 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

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


  • Thick, full-grain leather with raw edges exudes rugged yet sophisticated look; develops beautiful patina.
  • Dual-layer leather flap shuts securely with authentic paragliding buckle; easy to operate with one hand.
  • Dual padded compartments cushion both laptop and a tablet
  • Padded compartments cushion 15-inch laptop and 13-inch tablet.
  • Gold, water-resistant liner lights up interior for increased visibility.
  • Interior pockets include one zippered for valuables, open-topped for cords and accessories, and one pen slot for a ballpoint, Apple Pencil or Surface Pen.
  • Luxuriously-soft, lined pockets under front flap cradle a smartphone and other quick-access items.
  • Adjustable shoulder strap with a removable floating shoulder pad keeps strap in place.
  • Leather grab handle, secured with strong rivets, offers a more formal carrying option.
  • Rear panel slides over wheeled-suitcase handles for hands-free airport navigation.
  • Metal key fob facilitates convenient key retrieval.
  • Handcrafted in San Francisco from a single hide ensuring a consistent tone and feel.

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

Customer Reviews

Based on 33 reviews

Would be nice if these could get tweaked for feminine use too

Great effen bag!

Really love this bag. Top notch materials, super fast shipping and the clip is fantastic. Only caveat is I wished I had gotten the smaller version:(

Worth it?

Let’s make this simple. The bag is literally exactly as it was described online. It looks identical to the one shown in the videos which showcases the excellent quality control. I have the large size and it usually fits my 16 inch MacBook Pro, 11 inch iPad Pro, charging equipment, cables, and surprisingly my Asus Zephyrus S GX70GV (17”) laptop in the larger compartment as well as my switch lite. I have yet to find any issues with this bag and would not be surprised if it lasts me more than 10 years. I highly recommend this over anything else as long as you can afford it in the first place. These are not cheap bags and that $400 I am quite sure it would be worth it in the long run rather than buying cheap or $100 bags and replacing them every two years. Just buy it and you’ll thank me 10 years from now.

Best Gift Ever

Bought 3! One for son and son in law and one for myself and they were blown away! I loved so much I bought the executive bag. It was a little small as my mistake ordering the small one and I am replacing with the larger version immediately! Can’t say enough about these bags and as owner of a small telephone company I have to stop carrying my Ogio backpack and step up my game with this amazing piece! I discovered at SLC airport waiting for a Southwest flight and guy across from me had and I asked him about it. He couldn’t rave enough about it and was happy to let me explore the bag and I knew immediately it was going to be my sons gifts! Well done SF Bags!


Best shopping experience ever. In 2019 I had my best and worst shopping experience ever. The worst was my order of Tesla’s Model 3. Good car but terrible customer relations. My, by far, best experience was the order of my executive leather messenger from WaterField. I got the impression, that someone personally takes care about me as a person and my order. The bag arrived in Germany super fast and the quality was really good. The bag looks nice and is very functional. It holds my MacBook and iPad Pro, all my adapters and 3 moleskine notebooks easily. Highly recommendable.

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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"
  • 16” MacBook Pro
  • 13” MacBook Pro Touch Bar, Air Retina
  • Surface Book 2 (13.5")
  • Surface Laptop 3 (13.5")
  • Dell XPS 13
  • Lenovo X1 Carbon Gen 7
Compact - Tablet Compartment fits devices up to 12" x 8.75"
  • iPad Pro (11" & 12.9”) with Smart Keyboard Folio
  • Pixel Slate
  • Surface Pro X, Pro 7, Go with Type Cover
Full - Laptop Compartment fits devices up to 14.25" x 9.75"
  • 16" MacBook Pro
  • Surface Book 2 (15")
  • Surface Laptop 3 (15")
Full - Tablet Compartment fits devices up to 13.5" x 8.5"
  • iPad Pro (11" & 12.9") with Smart Keyboard Folio
  • Pixel Slate
  • Surface Pro X, Pro 7, Go with Type Cover

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