How do I automatically send a bill payment without using Quicken Bill Pay

Question

I want to pay a recurring bill though my bank automatically (not using Quicken Bill Pay) but when I set it up, it always says To Send and I have to remember to go through the step of sending it manually. This is VERY FRUSTRATING!

Steve Sweitzer · Answer

Sure... and I could set it up to have my bank do it but I miss the old days when I could do this from within Quicken. Three steps forward and two steps back. Still a major disappointment. I hate it when software tries to force me to do it "their way" when I want to do it my way.

NotACPA · Answer

There's 2 interlinked issues here:* Initiiating the transfer/payment in Q, or
* Recording a previously established transfer/payment.

The 2nd is easy, just set up a scheduled transaction for the amount and date and let Q handle it.The 1st requires a billlpay service of some sort.  Either Quicken's, your bank's or your lender/card/etc.  Also required is that you access the bank via Direct Connect as "Express Web Connect' is a "receive only" process and can't send instructions to your bank.
All of my utilities and my mortgage and my credit cards are set up using either Direct Debit OR the automated Billpay facility of my bank.

UKR · Answer

If you want to fully automate the process of paying your mortgage every month, why not authorize the mortgage company to direct debit the payment from your checking account on due date? 
Now the ball's in their court. Nothing for you to remember except to set up the scheduled payment reminder in Quicken to auto-enter a couple of days before due date, as a local transaction that does not get sent to the bank. And to make sure that you have enough cash in the checking account to cover the payment.