I think they both sell good quality watches in general.
I would say that HQ Milton caters more to collectors, focusing on vintage but with some occasional modern pre-owned pieces. You can see it in the quality of their descriptions and photos, which are pretty honest and comprehensive for each watch. Bob's is more a a mass seller of pre-owned Rolex, with some occasional collectible vintage pieces, and their descriptions are more generic.
If you provided more detail about what reference you are looking for, I think people would be able to provide you with better advice. Your question is a bit vague and general. We don't even know if you are looking for a vintage watch, a modern watch, sport watch, DateJust?
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