Companies like Apple actually take accessibility really seriously though, which I applaud. That said, there's a pecking order to disabilities that these companies have to service. I can tell you that blindness is top of the heap and cognitive disabilities are bottom of the heap. It's a crummy situation for users like you when a disability doesn't weigh as heavily as the product design goals - grumble, the world is broken.

I imagine a headphone jack must use a lot of space within the case, which creates a lot of hardware design headaches that go beyond waterproofing.

I see some people at my workplace who walk around all day with a full bluetooth headset around their neck (not earbuds, like the big cans type) even when not in use, almost as a fashion accessory or statement. Perhaps you could experiment with those kinds of bluetooth headsets if you upgrade to a new iPhone. Obviously that doesn't solve your headset needs for running though, grumble grumble.

There are other smartphone companies, albeit with inferior products, that have models with headphone jacks.

Design is a big priority for all these companies. :shrug:

For what it’s worth, the AirPods have “find my AirPods” that will locate them for you in most instances.

I lose stuff too. I just find it eventually.

They do, but it's less helpful than it sounds. It only plays a sound if the AirPods are not in their case. Since I am fantastic at putting them in their case the instant they're not in my ears, I never have a chance to lose mine in a way where this feature would help.

Granted, it's harder to lose the entire case, though it's still small enough and made of slippery plastic that can slide out of pockets if you're unlucky.

If they _are_ in the case you can see the last location they were connected to bluetooth. I've lost and found my whole set several times.