I have done this at least 10 times and it still pops up when I try to do a one step update.
Hello @rodgerh1128,
Thank you for reaching out to the Community and telling us about your issue. I'm sorry to hear you're running into this problem. If you are constantly getting a prompt to reauthorize your account, that means Quicken still sees an account connected by the old connection method. When that reauthorize prompt comes up, it shows the financial institution name in bold and the account name that needs to be reauthorized below (see example below).
Is the account name it is showing one that is currently in use, or is it an unused/closed account?
If the account is unused or closed, you can resolve the issue by deactivating the account in Quicken.
If it is a current account, you would want to check your Quicken to see if you have any extra American Express accounts connected. The easiest way to check this is by going to Tools>Account List. It is a good idea to check the Show hidden accounts checkbox at the lower left (This box is visible only if you have hidden accounts). You would be looking for any account that shows Yes and a connection type in () in the Transaction Download column and shows American Express in the Financial institution column.
If you do have extra/duplicate accounts, you would resolve the issue by doing the following:
Thank you.