I wouldn't say that wired headphones are stuck in the past. VHS to DVD was a huge jump: you didn't need to rewind anymore, quality didn't suck so much, you could have multiple languages. Going from wired to wireless isn't so much an improvement in technology. There are still lots of advantages of wired technology: it is cheaper, you don't need to recharge, latency is better, no findling with Bluetooth problems.
I find it very likely that people who are into audio production want to use their cabled headphones on their phone. I do. And the people who are into hi-fi too. It’s just that it’s too small of a part of the market.
A rare VHS format from 2002 called D-VHS could do 1080p on VHS tapes.
That's a great comparison. Streaming and wireless headphones are both really convenient but initially a step back in quality. Streaming is frustrating on a good quality large tv and Bluetooth audio on good quality headphones.
In a few more years the quality issues will hopefully be solved. In the meanwhile the majority of consumers don't care and will drive adoption.