Over the last few months, I have noticed that Quicken is skipping the current month recurring transactions so when I run "update now" it isn't matching anything because Quicken pushed the recurring transaction to the subsequent month. I have gone into Bill and Income Reminder, edited the "Edit this instance and all future instances" option, fixed the date to start in the current month and then it appears in Bill and Income reminders for the current month. I match like normal at that time and it enters my register. Unfortunately, next month when I select "Update now", Quicken will again skip the current month. I don't know what's going on here.