Post #2 says Hilton fixed it right then and there. Can you explain how that fits the situation? Seems like Hilton was able to see that there was a problem in their case.

I did contact Hilton and they could not see anything from Amex, and they even checked my email for duplicate accounts and found nothing. Hilton did nothing except tell me to talk to Amex.

I ended up calling Amex again and they escalated it further because they said they saw I was enrolled without a Hilton number, but they couldn't enter the Hilton number again because it was "in process".