This sounds a bit too easy to me and it might not be right.  Try it and see if it works.

If you go to the "Lists" tab and then left click on the memorized transaction you want to enter in the list.

There is an option called "Enter Transaction:Whatever"  If you click that, then the bill will come up (if its a bill) and I think you can just "Save" and it will be entered.  If you do that, you might want to go back to "List" and see if the clock has moved forward on the "Next Date" for that same entry.