The longest I have worn my AVP is 8 hours...some people seem okay with it, some people (who have tried it) say it's uncomfortable from the start. Your mileage will vary. For me it's a matter of focus (no pun intended), if I focus on how it feels, sure, I don't normally wear a headset so it feels strange. But if I focus on what I am doing, I quickly forget that it feels strange. Never do I sweat with it. I do sweat with some over the ear headphones and that does bother me. But heck, sometimes AirPods in my ear bother me after a half hour. Shrugs.