What do you need to do to get your purchases to track properly?

My Amex GC never did show up as pending. I submitted a claim and they manually added it while they file a claim with amex. Hopefully that works.

Then, yesterday, I switched to a different browser, disabled all my ad-block stuff, signed into the elevate store, and cliked through to Staples where I bough a $100 starbucks GC for $102 (I had $20 back on $100 through Amex sync). But that hasn't shown up as pending yet either. So, I'm 0-for-2 so far.

I haven't used any promo codes or coupons or anything. What am I doing wrong here? Once could just be bad luck, but 0-for-2 is starting to look like a pattern. In 4 more days I'll submit another claim if it hasn't shown up yet, but hopefully I don't need to manually submit claims for every single purchase.