Yes, you will. But most collectors have different watches for different duties- nothing wrong with that.
My brother has a 1950’s/60’s 5 piece Grestch jazz kit (in blonde Birds Eye). He (aka my mother) bought it when he was 13 from his drum teacher and has had many kits since and gigged with a 9 piece caged Gretsch kit for years- but always kept the 5-piece Gretsch to play at home. He lets his son do local gigs with it now- his son knows it’s value and also knows how special it is as a family heirloom- he doesn’t take risks with it.
I have vintage watches I wear daily to work but other more modern ones I wear for more rough duty. Your comfort level is your comfort level- just be educated about what any watch’s limitations are and err on the side of caution if you don’t know.
Many people think a pressure test and fresh seals are only important if you plan to wear your watch in water. But if you have a hard and dried-out crown seal, just washing your hands vigorously and splashing the watch can let moisture in. That said, I wash my hands regularly wearing trench watches (which might as well just be a movement between a couple silver dollars)- I’m just not playing in the sink like a kiddie pool or trying to drown a cat.