Expect to pay $100-400 for thoughtful designs + legit materials.
Click on the bags you like below to watch the video and get an informed look.
Note which bags interest you and what you like/dislike to help you make your final decision.

Easily one of my favorite briefcase-type bags due to it’s excellent materials, organization, and classic aesthetic.
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High quality waxed canvas and leather. Simple organization. Some models use magnets to latch. Simple and solid.
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A delightfully innovative messenger with the capabilities for both serious office bag and adventure photography/drone bag.
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Converts from backpack to briefcase with external access and style for days.
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Excellent materials. Two main compartments (middle one is expandable) and a front “grip it and rip it” pocket. Stowable backpack straps.
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Epic build quality and design. Extremely durable and tough. Sleek looks. It’s the techy older brother to the basic messenger.
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The Forge from Black Ember is a convertible backpack-briefcase-messenger with expandability from 20-30L.

A large-ish shoulder bag that goes just as easily from the office to the gym.

Rugged builds with lots of organization and access. Organization inserts available. Lots of capacity. Multiple sizes.

The Messenger Bag from Nomatic is chock-full of organization and tech-lifestyle features for the modern commuter.

A compact, organized duffel that doubles perfectly as a briefcase.

Premium dry-finish waxed canvas, COBRA buckles, room for a 16″ laptop. Absolute class.

Innovative and sleek, functional and delightful. Multiple compact sizes. Lots of thoughtful features.