I want to create a recurring appointment in Outlook for the Friday of the second Tuesday of each month to schedule server reboots because of Windows updates. Some months the second Friday is not the same week as the second Tuesday. I am not sure if this is even possible to set up within Outlook as the options aren't as advanced as this.

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I know this does not help much with the question, but for reference, the iCalendar spec for this would be RRULE:FREQ=MONTHLY;BYDAY=FR;BYMONTHDAY=11,12,13,14,15,16,17 – William Jackson Dec 23 '11 at 15:26
This is a great question. I have had this scenario myself with recurring appointments. I think it can be done with VBA by setting the recurrence plus 3 days. Looking into how to do that and will get back to you. – CharlieRB Dec 23 '11 at 16:40
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up vote 4 down vote accepted

This is an easy work around from using VBA. Unless you absolutely have to have this in the calendar, it just occurred to me you can use Tasks to do this. If that is OK, keep reading. If it has to be in the calendar, disregard.

Tasks let you set the reminder date and time, where the appointment doesn't.

  1. Set up a trecurrencescece of every second Tuesday with the due date of the same.
  2. Set the Reminder to the Friday following the due date. Save and close.

Task Creation

Every time you get a reminder for this Task and complete it, it will generate a new one for the following month. I already marked the one for January complete and it generated this one for February. Hope that helps.

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OK - Looking at the Appointment Recurrence screen from 2010 Outlook I do not believe exactly what you want is possible. You can certainly set this up for Patch Tuesday as there is the recurrence feature for that type of setting but... there doesn't seem to be any way that I am aware of or can see to modify that. The only work around I can think of would be the use of the second or third Friday vs using Tuesday. As you have clearly already noted though, that would leave you some issues for those months that don't fit the "usual" schema. Sorry but I just don't think this is doable in Outlook.

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