Rolex

You've owned at least one dozen Rolexes?  Really?  No exaggeration?  Wow!  You're a super Rolex customer!  

Then you'd be upset and complain and threaten never to buy Rolexes again.  But don't you realize you're walking into a potential problem to begin with.  You're not going through the proper procedure on how to obtain a cap.  Procedure isn't super strict in the USA, but remember, these Swiss companies are very procedural.  

No.  This isn't a slam dunk idea.  You're probably going to the wrong channel for the baseball cap.  I'm not saying that it's not going to work, but it'll probably amount to one of the annoying calls that Rolex NY gets everyday.  I imagine they get calls all the time like, "how do I authenticate my Rolex that I bought on Canal Street?"  They're not in the business of picking up the phone and answering that question.  Or, "I'm a person who owns at least a dozen Rolexes over the past few years, I would like to speak to someone about getting a Rolex baseball cap."  Receptionist/operator is probably rolling her eyes in disbelief and thinking here we have another person trying to score some swag.  Then again, maybe you don't care what the other person on the phone thinks.  

If you claim to have such a good relationship with your AD, explain to them you really want a cap, and ask them to call on your behalf.  They'll call their account manager and get you a hat.  It's just as simple as that.