Briefcase

Everyday Badass

Mystery Ranch Expandable 3-way Briefcase

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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Slimline. Classic.

Topo Global Briefcase

Converts from backpack to briefcase with external access and style for days.

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Hemmingway.

Filson 24 Hour Tin Briefcase

Easily one of my favorite briefcase-type bags due to it's excellent materials, organization, and classic aesthetic.

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King Kong Shift Duffel 30L

Waxed Canvas Workhorse

King Kong's bomber gym-bag DNA dressed up in Scottish waxed canvas. Structured enough to sit upright and play briefcase (16" laptop sleeve, removable shoulder strap), organized enough for the gym, and the luggage passthrough makes it a legit weekender. Gets better looking as it beats up — and there's a 25-year warranty behind it.

Pakt Anywhere 25L Duffel

Organized & Classy

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

Aer Slim Pack

Lil' Tech Star

The Slim Pack from Aer is a sleek, all matte black compact daily carry bag with simple, but solid organization and excellent durability.

Black Ember Forge (30L→40L Expansion)

Epic Expandable.

The Forge from Black Ember is a convertible backpack-briefcase-messenger with expandability from 20-30L.