> Wired headphones still have better sound quality.
High-grade studio quality wired headphones have better quality than wireless ones. But anywhere lower than the highest tiers, they're both in the same ballpark.
For the devices used by 999‰ of the people, the difference is unnoticeable.
> Don't break with software update.
Why would headphones break when you upgrade your phone? It sounds to me like your phone broke. And an audio jack can also stop working with a botched software update.
I've been using cellular phones since 2004. I've never used a headphone jack. Most people haven't either. Sure, some people would use it, and some people would use a DisplayPort connector if present (I would), but it's hard to justify putting one in every single phone when an adapter is so cheap.
Shipping a 3.5mm audio jack on every single phone in the world is more wasteful than just manufacturing an adapter for people who actually need it.