Earlier quoted context omitted.
It doesn't work anymore because no one cares about audio jacks on their devices, so no manufacturer puts them in. Apple may have started it, but every other manufacturer eventually followed as not enough people complained. Doesn't your laptop have USB ports?
Roughly speaking every laptop on the face of the earth, including every Apple MacBook, has a headphone jack. Speaking of Macs, many of them have very high-quality DACs and amps that can drive quality headphones. Apple has gone out of their way to make the headphone outputs very good.[1] Why then would you occupy one of your maybe two USB ports with an inferior dongle? "Not enough people complained" is a terrible metr…
You don't have to overthink, you just need to think. Why permanently graft a part to a highly space optimized device when it isn't even being used most of the time?
I got over it, you should too. It helps to try to put off the onset of grumpy old man syndrome as long as possible.