Tbh anything but a run of the mill everydayer. Even what seems like generic Rolex wearers can be in to watches. It’s far from an un-nice watch. I was in Italy and saw a French guy in a cafe on the table next to me with a Coke bezel GMT. I struck a convo with him and he said he wanted one for years so bought it in the early 2000’s and hadn’t taken it off since. Now a discontinued model. I’m a big advocate of complimenting someone on their watch and starting a conversation. If they’re into them they’ll chat. If they’re not they won’t. My boss recently had a Batman GMT on and I complimented him, he wasn’t bothered, but he’s a flash guy and a salesman so knew he’d just gone into the shop and picked a Rolex and that’s “the watch” to have. If you see something start a chat. Same with anything really cars, cameras, clothes. It’s either been bought because it’s “the best” or someone knows their shit. All the gear, no idea or connoisseur, up to you.
Yeah my Dad and I are massive watch nuts and he wears a Milgauss, he also owns a 76 Tudor Snowflake sub, a Tudor Pelagos and an early 90’s speedmaster. He wears a Citizen Ecodrive on his holidays. Rolex doesn’t necessarily mean not into watches, you have to chat to gauge that.