It clicked for me on a train platform, shifting a laptop from a tote onto my knee for the third time while trying to find a ticket, and watching a woman nearby simply swing her bag round, unzip a padded sleeve built into the side, and pull hers out without breaking stride. No fishing, no cushioning it with a scarf, no low level dread about the screen. That was the whole pitch, really. A bag that knows what it's carrying.
It's not the right choice for everyone, though, and I'd rather say that upfront. If your days are mostly spent going from desk to car to meeting room, a padded sleeve on its own does the same job for less money and less bulk. And if you're someone who switches bags daily depending on mood, a dedicated laptop bag can feel like a commitment, because the whole shape is built around one object, and everything else has to fit around it rather than the other way round. Some of the structured leather ones are also genuinely heavy before you've put anything in them, which matters more than people admit once you're carrying it for an hour rather than trying it on for thirty seconds in a shop.
How they wear over time depends almost entirely on what's touching your laptop. Cheaper polyester linings go slightly bobbly and start to feel thin under the hand after a few months, while a proper padded compartment keeps its bounce much longer, you can press it and feel it spring back rather than stay dented. Canvas softens nicely and starts to mould to whatever you carry, which I like, it ages like a coat rather than a product. Leather ones darken a bit at the corners and handles where your hand sits, and need the occasional wipe with a damp cloth and nothing more ambitious than that, resist the urge to oil them the week you buy them.
In the shop, open the laptop compartment properly and check the depth and the zip runs smoothly right to the base, not just the top two inches. Press the padding with a knuckle rather than a flat palm, you want resistance, not a sense that it's just lining pretending to be padding. Check the strap drop sits where you actually want it against your hip, not where it sits on the mannequin, and look at whether there's a pocket you'd actually use for a phone and cables, rather than one sized for nothing in particular.
This suits anyone who carries a laptop daily and is tired of it being the thing they worry about rather than the thing they use.