Scheduling a monthly transaction (e.g.: 4th Wednesday for Social Security)

I have a couple of recurring deposits that occur once monthly. After one of the updates in the past year, Quicken seems to have lost the functionality to schedule once monthly transactions on a certain day of the week. For example, Social Security payments arrive every 4th Wednesday. Since I happen to have scheduled that scheduled transaction before the change in Quicken, it still works. However, I have another income item that comes every 4th Friday of the month. In the current version of Quicken there is no way to do that - the scheduling function allows only 1) monthly transactions on a set date (e.g.: the 20th of the month) or 2) "every four weeks", which does not quite work since 4th Fridays are sometimes separated by 5 weeks and sometimes by 4.

As a Quicken user since the early 1990's, I would love to see this functionality restored in a future upgrade. And by all means, if there is a workaround or something I am overlooking, please let me know. I'm sure there are at least one or two other Quicken users who would like to schedule their Social Security deposits. Thanks.


  • After playing around a bit more with this issue, I am embarrassed but pleased to answer my own question by reporting that the ability to schedule monthly transactions on a particular weekday is alive and well in the current version of Quicken. (I posted this after having called Quicken Support and going round and round with someone who eventually concluded it was impossible, just as I had.)

    What I discovered, however, is that if you select “Monthly” as the option for a scheduled transaction, then change the numerical day entry (which defaults to the current date), selecting a number between 1 and 4, the pop-up menu to the right changes, giving you the option to select the 1st-4th of the month OR to select every 1st, 2nd, 3rd, or 4th Monday through Sunday.

    Hopefully, the post will still be helpful to others who are still learning the in’s and out’s of Quicken (or re-learning, like me).
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