I'm a somewhat clumsy person, so I'm willing to accept some of the blame here :) I had a pair of Grados that I didn't like quite as much, my next job gave me a pair of Beats for free, then I got a pair of AirPods and then upgraded to the AirPods Pro. I will not be purchasing the AirPods Max.
So far the AirPods Pro have been the best combo of convenience, build quality and sound quality for me. But I still think about those Porta Pros.
I've been eyeballing the AirPods Pro as well! I had a coworker who was using a pair for video conferencing, and recommended them at first - but eventually became repeatedly inconvenienced by the battery running out and having to change to a wired set.
Not sure if the problem could have been solved with more consistent charging - but it convinced me to stick with wired WFH drivers for now.
I'd still consider getting a pair for running if it wasn't for my environmental concerns wrt the rattling problems.
Ah yes, the included mic is very useful for videoconferencing. The battery only really runs out for me if I'm on calls for multiple hours without recharges, or if I forget to charge the case.
So far the AirPods Pro have been the best combo of convenience, build quality and sound quality for me. But I still think about those Porta Pros.