There's a non-trivial portion of population that is familiar with the concept of having products fit to them personally: made-to-order uniforms, glasses, other sorts of assistive products.

I find it surprising that this is less common than it was in the past, and that people are more willing to put up with something that’s a subpar fit for them. One tech example that would benefit from custom fit are in-ear headphones. It would make sure that product is a perfect fit for every customer every time, rather than roughly every single customer having to put up with a suboptimal fit and poor comfort.

Fitting and customizing things takes time and is expensive. That fully explains the trend. Before industrialized mass production, making an item by hand and to fit someone's specific needs was only slightly more effort than to make some "average" fit item.

Do you not remember the queues outside Apple stores for early iPhones?

https://youtu.be/bWgd5crvB0U

Do you not remember it’s 2023 and online retail is at very different place?

Have you been to an Apple Store recently? It’s plenty easy to get their products online, but the stores are consistently packed regardless.

I don’t think people who pack Apple stores are target audience. From my experience they’re either not a target audience (older, non tech savvy) or lack funds (teenagers).

Can we please get rid of the stereotype that older people aren't "tech savvy"?

Older people today have been using computers since they were in their teens or twenties. Conversely, I know a 20-something woman who can't understand why her iMessages quit working when she switched to an Android phone, despite explaining it to her multiple times.

As you note, they also have more money.

I always hated that stereotype too. Those older people were the ones to design our current processors, operating systems, and the internet and web itself. The people who sent man to the moon would be nearing 80-100 years old already.