Thank you for taking the time to visit the Community to post your issue, although I apologize that you haven't received a response.
At this time I would recommend contacting support directly for advanced troubleshooting steps.
Quicken Care has the tools to review the online biller profile and research this issue further to help work on a solution.
Personally, I don't
use Bill Pay / Bill Manager at all. Since time "B.I." (before the
Internet) I have set up almost all of my recurring payments as Direct Debit,
PAC Draft, Autopay, whatever the biller calls it. The payment is debited from
my checking or credit card account by the biller on due date. And there's no
transaction fee. When I get notified about a new statement having arrived, all
I have to do in Quicken is to run a regular scheduled reminder to pay the
amount due. Haven't missed a payment in many years.
Thank you for the response, although I apologize that you continue to experience this trouble.
As the Community is mainly a user to user forum, I would recommend contacting support directly for further assistance.
Quicken Care has the tools to review the CheckPay transactions to help isolate the issues you have been experiencing.