> Has the tech improved significantly since then? I'm also skeptical of wireless headphones

i used logitech h600 for a decade, they had a usb-bt dongle which connected instantly, the range was good, they were lightweight an cost around 60euro at the time. i liked them but the battery died.

replacement is 50% heavier has no mic-arm and the bt connection is a mess everytime.

i'd say no, bt-headphones have not improved.