DavidSW is a great resource but yes you pay a premium for them and that’s why I would never use him. I am too parsimonious.
To the original poster looking for a Rolex. The DJ would be nice and I have a DJ41 and a Submariner ND. Neither are blingy but I would stay away from the YM unless you want the newer one. The old one is very blingy. I have a friend that has one and he eventually sold it for that very reason.
For buying, I would look at the Rolex Forum or Chrono24 for used watches.
Yeah the newer ones (maybe 2018 and newer?) are a little less bling which is what I would want. I need one that isn't too big and that isn't too thick and the YM fits that but also is really nice. I need to get down to my local dealer and try one on to see really.
I did look at chrono24 and it looks like it's the same money to buy from a business or an individual so I will very likely buy from a reputable place but buy a used watch but I guess the price of a new one figures in there as well. It's not like I plan on selling it, it's just my nature to buy in a way that I lose the least value and buying a used one with the papers and box and all seems to be the way to go. I will actually likely end up with 2 so I can give one each to my boys when I get old.... or older..