Packable travel jacket compressed into its own pocket, x-ray view showing amber-orange nylon shell and cobalt blue internal structure, on illuminated lightbox
In May the system shows its hand. What stays in the bag is a design decision you already made, or one you're still paying for.

Still In

2026.05.12 @ 08:20:56 GMT

Development Founder

The jacket has been in the bag since October. In late April I nearly took it out. Friday morning, sun already through the window, forecast showing 18 degrees. I left it in.

By the following Thursday I was glad of it. A front came through midweek, cold enough to need a layer, and the bag had what was needed without any planning required. That's the specific quality of May. You think you've passed the threshold, and then you haven't.

The Threshold Month

There's a carry calculation that runs all the way through April and May, and it isn't really about minimalism. It's about error cost. The cost of being wrong in January, too cold with no layer, is manageable. The cost of being wrong in July is almost nothing. May has a specific kind of wrong that arrives sideways, when the morning temperature has been telling you something that turns out not to be true by the evening.

I've packed for early-summer trips in May and found myself cold on the second day. I've taken the umbrella out of the bag and been caught in twenty minutes of hard rain that would have been nothing if I'd kept it in. The system learns from this, or should. Not from failure exactly, but from the specific uncertainty of a month that hasn't made up its mind.

What the System Carries

The jacket stays in. At roughly 250 grams and packed into its own internal pocket, the cost of having it is lower than the cost of needing it and not having it. The umbrella is the same calculation on a different axis. A hundred grams, a side pocket, and if it rains the day is different. Both stay until June, sometimes later.

What this calculation reveals is that it isn't really a packing decision. It's a design decision that was already made, or wasn't. A product heavy enough to make this trade-off feel meaningful is a different kind of problem than one that isn't. Outlier, the New York brand founded in 2008 by Abe Burmeister and Tyler Clemens, built their original argument around exactly this logic, that if the material is right, the question of what to leave behind gets smaller. The same applies to carry. A jacket that compresses to pocket size removes the May dilemma almost entirely. You stop calculating and start carrying.

The Full System

The other things don't change with the season. The tumbler is as relevant in May as in November, the morning coffee doesn't become less necessary because the light has been coming earlier. The notebook comes regardless. The bag holds what it holds. What shifts is the weather layer, and for one or two months a year it carries more than usual because the weather hasn't committed either.

I used to think designing for all seasons meant building in more flexibility, more compartments, more options. I think now it means building in less weight, so the option to carry more is always there at no real cost. May makes this argument every year. The system that passes through it without a second calculation is the right spec.