No I haven’t had the chance but I have three similar tws dacs. The noise cancelling and transparency mode in the AirPods Pro is a big reason I use them more but the other is I prefer the fit vs over ear hooks.

If I know I’m going to be home , unbothered, I’ll end up using one of my open back headphones(or my studio monitors ) , and in the rare case I’ll be moving around town I can use my car speakers .If I’m walking around the AirPods Pro case is smaller iirc . I don’t have the utws5 to compare pass through audio so I can’t speak to that but that leaves me in a very narrow use case where I already have my iems , I can’t use the over ear headphones due to movement , and I’m somewhere where I can’t leave and go walk or jam in the car.

I could always just make a concerted effort to use the tws dacs more but as I said earlier the ear hooks become distracting for me to use for any extended length of time which usually makes me reach for some over ear headphones.

No not yet , I’m lying to myself that I don’t want them and that I should be fine since I just got some custom iems a month ago and got some Xm5s in the summer when my Beats Studios (gift from gf) cracked .

I have probably a dozen over ear and in ear headphones . I use my AirPods Pro more than all of them combined just due to the convenience and portability ,but when I want a critical/ serious listening session of course I pull out the actual headphones.

Also you guys are hella spoiled with all these decent cheap IEMS now . I remember when I was a teenager $100+ iems could still have had CABLE NOISE when moving so if you were walking listening to stuff you heard it rubbing against your shirt or ,God forbid, your zipper.