No question is silly on here...that's what the forum is for!
Some times it can get confusing with the transferring of points. What I have found in my own experience is that with double point promotions, it does not show double in the actual point breakdown but they have credited you double points. Usually when you call the toll-free # on the back of the jetBlue AMEX, they are extremely helpful in answeing all these crazy questions I have about earning pointts.
When your points do not divide evenly into 200 (for example 150 award dollars left over one month), the balance left over will become active for the next transfer to your trueblue account one month later.
Here's a helpful link outlining the details of jetBlue AMEX:
http://www.jetbluecard.com/cardmembe...dex_flash.html