Idk how you're getting your jack dirty.
Dusty warehouse environment. Even with my phone staying in my pocket most of the time; it collects dust in the ports and has to be cleaned regularly. I'm glad I only have one port to clean now.
Also, if the earbuds aren't in-ears, aren't they just clip-ons or headphones?
Sure, but nobody said you can only use wireless buds. If you don't like in-ear style headphones/buds try a different style.
These used to by my wired earbuds of choice; I swapped the replaceable cable with a usb c one. There's also a bluetooth cable/adapter you can buy.
I haven't actually used them much though because I primarily switched to some wireless Raycons 2-3 ago years now. They've been fantastic and I've gotten so used to being untethered from my phone that I don't think I'd ever go back.
8-10 hrs of runtime and only about 20min to charge; More often than not, I'm only wearing one anyway, so one charges while the other plays audio. Swap as necessary or listen to both and take an occasional break (which is good for you anyway). They charge in the case whenever not being used, and the case wirelessly charges whenever its on my bedside table, or from usb c if you ever needed it. I've yet to kill all three batteries, even with continuous use all day long.