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.”
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Device-specific
Fits new MacBook Pro M5
Handcrafted from full-grain leather, this classic messenger bag has modern features for today’s digital lifestyle: padded laptop and tablet compartments and ample pockets for storing tech gear.
Materials:
Dimensions & Weight:
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
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
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"
Compact - Tablet Compartment fits devices up to 13" x 8.75"
Full - Laptop Compartment fits devices up to 14.25" x 9.75"
Full - Tablet Compartment fits devices up to 13.5" x 8.5"
Nice quality bag, and I like the compact size that makes it ideal for daily use
I purchased the full-size Executive Leather Messenger in Grizzly Leather about 2.5 years ago and have used it daily for work.
One of the main reasons I chose the Grizzly Leather was WaterField’s website showing how the leather would develop a rich patina over time, including a reference to the appearance after about one year. I really liked the aged look shown in those photos and expected my bag to develop in a similar direction.
Unfortunately, after 2.5 years of regular daily use, my bag has developed very little noticeable patina and looks nowhere close to the example shown on the website. I understand that leather is a natural material and that every bag will age differently, but there is a significant difference between normal variation and seeing almost none of the transformation that influenced my purchase.
I contacted WaterField about this and was initially asked to send photos. After I did, the response was essentially that patina develops differently for everyone. I found that disappointing and somewhat dismissive, especially considering the way the aging characteristics of the Grizzly Leather were presented when I purchased the bag.
At roughly $450, this is also a very expensive messenger bag. After 2.5 years, mine has started to lose some of its original shape as well. Overall, it is an okay bag and the materials feel substantial, but at this price I expected more, both from the product and from the customer support after the sale.
Had I known that the patina shown in the marketing photos might not develop even after years of daily use, I would have thought much more carefully before choosing the Grizzly Leather or purchasing the bag at this price.
Based on my experience, I would not recommend choosing the Grizzly Leather specifically for its advertised patina, and I am not sure I could recommend the Executive Leather Messenger overall at its current price.
Got this for my son’s birthday and he loved it. A beautiful bag.
I've had this bag since 2023, and it's been with me to London, Paris, Taiwan, Tokyo, Dublin, as well as work every day.
I've flown with it, biked with it, hiked with it. It's gotten wet and dirty and it still looks as great as the day I got it.
No part of it feels worn out or failing, and it still looks good and impresses when I'm meeting an important client.
10/10
My first product from here and I love it. Well put together with high quality material.
iMore - September 8, 2019
“When you want to make a statement with your laptop bag, look no further.”
![]()

The All-Leather Collection brings together premium full-grain leather designs that balance refined style, everyday functionality, and rugged dependability. Each bag is built to last, with smart details that make everyday carry easier. Check out the full collection.
The authentic, full-grain leather we use to make the Executive Leather Messenger is absolutely beautiful. See it, touch it, and you'll be hooked.
The distressed leather develops a beautiful patina, and your bag will age well as the years roll by.
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.
We're proud to offer American-made gear built for the long haul. All our products are designed and made in our San Francisco workshop, where rent is high, labor expensive, and competition intense. We wouldn't go anywhere else.
Nice quality bag, and I like the compact size that makes it ideal for daily use
I purchased the full-size Executive Leather Messenger in Grizzly Leather about 2.5 years ago and have used it daily for work.
One of the main reasons I chose the Grizzly Leather was WaterField’s website showing how the leather would develop a rich patina over time, including a reference to the appearance after about one year. I really liked the aged look shown in those photos and expected my bag to develop in a similar direction.
Unfortunately, after 2.5 years of regular daily use, my bag has developed very little noticeable patina and looks nowhere close to the example shown on the website. I understand that leather is a natural material and that every bag will age differently, but there is a significant difference between normal variation and seeing almost none of the transformation that influenced my purchase.
I contacted WaterField about this and was initially asked to send photos. After I did, the response was essentially that patina develops differently for everyone. I found that disappointing and somewhat dismissive, especially considering the way the aging characteristics of the Grizzly Leather were presented when I purchased the bag.
At roughly $450, this is also a very expensive messenger bag. After 2.5 years, mine has started to lose some of its original shape as well. Overall, it is an okay bag and the materials feel substantial, but at this price I expected more, both from the product and from the customer support after the sale.
Had I known that the patina shown in the marketing photos might not develop even after years of daily use, I would have thought much more carefully before choosing the Grizzly Leather or purchasing the bag at this price.
Based on my experience, I would not recommend choosing the Grizzly Leather specifically for its advertised patina, and I am not sure I could recommend the Executive Leather Messenger overall at its current price.
Got this for my son’s birthday and he loved it. A beautiful bag.
I've had this bag since 2023, and it's been with me to London, Paris, Taiwan, Tokyo, Dublin, as well as work every day.
I've flown with it, biked with it, hiked with it. It's gotten wet and dirty and it still looks as great as the day I got it.
No part of it feels worn out or failing, and it still looks good and impresses when I'm meeting an important client.
10/10
My first product from here and I love it. Well put together with high quality material.
Classic Messengers Return
In October, WaterField's iconic messenger bags return from the Archives for a short time. Beloved favorites make a limited appearance each week: the Vitesse Musette in leather, the bigger Vitesse Musette Plus, the handsome Staad and the classic Cargo.
Air Travel Made Easy
Designed by frequent flyers for frequent flyers, the Air Porter Carry-On keeps your travel gear organized, accessible, and close at hand. Best of all, it fits neatly under most airline seats while still leaving room for your feet.
Small Conveniences
Slings carry what your pockets can't. Offered in various sizes and styles, these small bags keep you organized. Phones, wallets, and other essentials can be quickly stowed and retrieved.
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