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Leave GPS, in commercial counselors do not approve expenses
You can buy your points back for $35 a month. Last time I had an amex Corp card we had way tight terms and poor back end approval process. I bought several months back.
Pretty sure it's just on what you buy...regardless of when you pay it. That's a guess though
You are right, no points if the payment is made after the next billing cycle starts. This means you have around 2 weeks after when the payment due and still have points. But after that, points are forfeited.
KPMG is right. I ran into that a couple months when I didn't realize that the personal splits I was carrying hit a point where they pushed me over the edge of being late. Needless to say, I fixed that after buying my points.