More of my itineraries now involve overnight connections and strange airport hours.
I want a carry-on setup that keeps me functional the next day.
I always forget one small thing that would have made the whole layover easier.
I want a carry-on setup that keeps me functional the next day. is exactly the right target. The best systems are the ones you will still use after ten trips, not just one enthusiastic weekend.
I always forget one small thing that would have made the whole layover easier. is the part most advice ignores, and it usually ends up being the reason people quit a tool or workflow.
I try to keep it simple: solve the biggest pain point first, then add extra optimization only if I keep up with it naturally.
My rule is that if a setup takes too much manual maintenance, I replace it with something simpler even if the theoretical upside is lower.
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