Bill Manager waiting for next Citi statement

Comments
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Hello @rmkut,
Thank you for reaching out to the Community to tell us about your issue, though I apologize that you are experiencing this.
To start with, I suggest you try to Review and Repair Online billers. However, I do recommend that you save a backup of your data file first (just in case). After that, please navigate to the Bills & Income tab and click on the gear icon on the top-right. Then, click on Review and Repair > Review and Repair Online Billers in the dropdown menu.
Once that is done, see if the issue still continues to persist.
I hope this helps!
-Quicken Anja1 -
About your Bill Manager issues
My 2cents' worth, if I may:
I don't use Bill Pay services or Bill Manager at all, neither the one from Quicken nor the one offered by my bank. Since time "B.I." (before the Internet was invented) I have set up almost all of my recurring payments as Direct Debit, PAC Draft, Autopay, APS, whatever the biller calls it. Using the biller's website, I authorized the biller to electronically debit each payment directly from my checking or credit card account on due date. Now I can sit back, relax and wait for it to happen. Instead of having to wrestle with making payment on time I let the biller do all the work for me.
When I get notified of a new statement having arrived, usually by email, all I have to do in Quicken is to run a regular scheduled reminder to record the transaction. Haven't missed a payment in many years.
I recommend you do the same instead of fighting the Bill Manager windmill, missing payments and getting slapped with penalty interest rates and fees.
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Citi recently asked me to update my password. Until then, everything was fine, and I used QuickPay to pay my credit card bill. So I accepted the suggestion from my password manager for a nice long password and QuickPay stopped working. Lots of complaints and suggestions about removing and re-entering the biller. To no avail. Today I shortened the password to 8 characters, and now QuickPay works. My Quicken uses direct connect to Citi. I'm not sure what the real issue is, but this is my experience. Thanks for listening1