I am 100% with you on that! That's why I enjoy passive perception and insight, but some feats like Observant...Observant can be great, I often say to the player he can roll perception or take passive from observant if it is higher or he feels one applies more rigorously than the other. I guess what's difficult is being on watch at night. Like, I think that I'm working towards is a better way of handling the night time watch, maybe making CON saves to stay awake?
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I've always been really conflicted about the night time watch system. On the one hand, it's a good way for a DM to mess the party up. But the reality is that unless they are on a time-sensitive mission, most parties then just have a rest day to get their spells etc back, so all it does is slow things down.
Nowadays, I ask that the players set up a standard watch rota at the start, and then generally let them have their rest unless there's a good reason in the storyline not to. But then I mostly play 3.5 rather than 5th Edition - unlike 5th, with it's Long Rest mechanic, 3.5 is more about spells returning at dawn but only if you've had a full night's sleep (that's the simplified version, of course...)