Call me old fashioned, but nothing beats the price/performance of cheap wired earbuds for like $7 that are so cheap they are basically consumables. Wireless is just trading the hassle of wires with the hassle of charging and the pain of bluetooth.
And I guess it depends on your usage; people who use their headphones for 10 minutes a day probably don't care much about any of this. My earbuds stay plugged like half the day, every day. 7$ wired ones will get you abysmal audio quality, and even if you chip in for better, wires still break trivially - you won't even have to try. I've changed more of those in my life than shirts - meanwhile the wireless buds have lasted 4 years.
Now I'm looking to buy new ones, maybe try to get into that multipoint pairing action, that could be useful. I often find myself in situations were it'd be useful to receive audio from more than one source.
For $50 each you get earphones that should last you a lifetime and have above average audio quality. With the benefit of IEMs being you can replace the cable as needed.
My Airpods Pro are incredibly good at staying in, even when running and I've had them for 3+ years
I wish someone would buy you a pair so you can understand how good they are
I've been using AirPod's for about 5 years. Never lost one. Never had them fall out. Yours is a very out of date hot take. If people were constantly replacing these at $75 per ear I doubt they'd have the ubiquity they do.