Jesus, this is long-winded. I apologize if I cover something mention, but I got bored after the first or second paragraph. Can Bluetooth stream lossless audio at full quality? Are there are ton of studio standard headphones out there that support USB C or Bluetooth?
Had Apple left the headphone jack and everyone else abandoned it, you'd be on here talking up the benefits of wired vs. wireless and how Apple's decision to keep it was "brave" (not your word, but another poster's) for including it while everyone else abandoned it.