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@stickboy
Kirkov - I have used Timbuk2 for nearly 15yrs. On the second one (4yrs) now.
I've only had the larger ones to use as day (or occasional weekend) bags - find it more stable to have larger bag <half full rather than a full small bag that bounces around.
They lose their waterproofness after a while, but remain strong / stable.
There might be better alternatives around now with ortliebs and others(?) making good quality waterproof bags.
Bags for the cyclist in general are pretty expensive.