The week everything goes to trainers is usually the one with too much on it. School run, a train into town, a lunch you can't be late for, standing most of the afternoon, and no time to change in between. That's when the right pair earns a place by the door and stays there, not because they look clever with anything, but because they let you move without thinking about your feet.
They're not the answer to everything, though, and it's worth being honest about where they fall short. Anything with a dress code that mentions smart, or a day built around a lot of sitting at a formal table, is going to make trainers look like an afterthought rather than a choice, however clean they are. Heavy rain and real mud are the other weak spot. Canvas and suede both sulk when they're wet, and white soles pick up every bit of pavement grime within about twenty minutes of a proper downpour, so on a filthy day you're better off in something with a sole that doesn't mind getting dirty. The difference between a pair that earns its spot and one that ends up at the back of the cupboard is almost always in the making rather than the look of it on day one. A leather or good canvas upper holds its shape, a flimsy one creases and collapses across the toe within a few wears. Stitching down the sides rather than glue alone tells you something about how long the sole will stay attached. A proper insole, even a basic cushioned one, is the bit you only notice when it's missing, usually on your feet at the end of a long day. Where they come unstuck styling wise is in stiff, formal tailoring, a sharply cut suit or anything with a very structured shoulder, where the casualness underneath just reads as unfinished rather than deliberate. They also don't sit well with anything already busy on the leg, a heavily patterned trouser or a clashing sock peeking out, because a trainer wants to be the simple part of an outfit, not another competing idea. Over months, the ones worth having soften at the fold without falling apart, the white rubber yellows a little whatever anyone tells you, and a soft brush and a damp cloth after a bad day does more good than any spray claiming to protect them forever. Let them dry away from direct heat or they crack at the crease faster than they should.
Worn well, they take the effort out of something you already reach for too often to overthink.