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Is there a headset you like use for prolonged periods?

I regularly wear a Quest 3 for 4-7 hours at a time. Before that, I used a Focus Vision for the same.

I have a battery pack I put in my pocket for the Quest 3 and I’m generally very happy with it.

is that 4-7 hours with the Quest 3 mostly for working or entertainment?

Mostly entertainment. Oftentimes with lots of generalized movement, including head turning, tilting, etc.

I don't have any issue going a couple hours with my HP reverb g2, it is wired though, and I imagine quite a bit lighter.