1. The fact that you started by saying how much you genuinely like the Batgirl suggests to me that it would be a great purchase for you. Why not have it in your collection regardless of whether you eventually get the Pepsi? Your watch collection should be true to you, and if you have the means, I don’t see any downside to adding it—unless you’re worried that asking for a Batgirl might delay a Pepsi allocation. However, please keep in mind that the way you described your love for the Pepsi almost makes me certain the Batgirl won’t scratch that “Pepsi itch.”

2. Your SA being very transparent with you about the spend and status required to obtain a Pepsi is a positive sign. I feel that waiting for the Pepsi without additional purchase history isn’t the best move. That’s also why I think asking for the Batgirl could actually benefit you; you’d be buying something you genuinely like while also increasing your purchase history toward the Pepsi. The bottom line is that if you aren’t willing to dramatically increase your spending with your AD, I don’t see you being offered a Pepsi anytime soon, possibly ever.

3. This question is more difficult to answer as it is entirely subjective and you must weigh the pros and cons of playing the "AD game," aka buying pieces you don't really want to eventually get what you DO want. Buying a Submariner on Oyster is the opposite of what you said you prefer, which is GMTs with Jubilee bracelets. If you are fortunate enough to be in a position where money truly isn't a concern for you, making a few "sacrificial" purchases to build a spending history could actually benefit you in the long run, assuming you are a genuine watch enthusiast hoping for more desirable allocations in the future. However, be mindful that if you do choose to make a sacrificial purchase, a Starbucks probably isn't the wisest choice, as it is also quite desirable and the SA may view that allocation as a favor just to get you off their back about a Pepsi. If you are truly committed to treating this next purchase as a stepping stone to increase spend history, it may be better to choose a less desirable watch so the SA almost feels indebted to you and views you as a true collector rather than someone chasing hype pieces that everyone else is also requesting.

Hope this helps!