Expect to pay $100-300+ for thoughtful makers + legit materials.
Click on the bags you like below to watch the video and get an informed look.
Keep a list of what bags interest you and what you like/dislike to help you make your final decision.

Lifetime warranty, epic construction, your kids will fight over it when you're dead. This is heirloom stuff. Available in both 2 and 4 wheel versions — see the full breakdown in the video above. Also available in plastic now: check out the plastic version too. Also covered here.
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Available in both 30L and 45L, the Techonaut is one of the most unique travel bags out there. Built in the USA, backed by a lifetime warranty, and constructed like it'll outlive you.
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Made in the USA and built to last forever. The Bixi is one of those bags that somehow fits more than its 32L capacity suggests, with excellent organization and all-day comfort.
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Gorgeous materials, ridiculously pleasant experience to use. The waxed canvas has that rich, classic look that only gets better with time, developing character and patina the more you carry it. Simple, beautiful, useful.
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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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Classy heritage vibes. Dry finished waxed canvas. Solid modern organization. Hand shucked in Scotland. Made for the long-haul.
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Converts from backpack to briefcase with external access and style for days.
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Easily one of my favorite briefcase-type bags due to it's excellent materials, organization, and classic aesthetic.
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The Bolt Backpack from Waterfield Designs is a damn classy bag. If I was playing the "raise money" game in the bay area, this is the direction I would go.
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Incredible heritage looks with dual side-door access expandability and accessory options

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

Trakke make some of the most understated and thoughtfully conceived daily carry products. This bum bag is no exception.

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

Sturdy, stylish, and built to last — a great all-arounder for road trips and travel.