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Question

How can I set ALL Outlook Tentative meetings so Calendly thinks they are Available/Free?

  • July 8, 2026
  • 0 replies
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Calendly used to allow me a setting to treat ALL my Outlook Tentative meetings as “Available” for someone to schedule a Calendly meeting with me.  This was great!  I set all my Outlook meetings that are “low priority; attend if you can” to Tentative. And Calendly would treat all of them as Free so that external people could select that time and “book over” my internal meeting. Perfect! 😃 And there is a Help Center topic that suggests I can still do that (see screenshot of 2026-07-08 in USA). 

But now it seems I have to individually set meetings by name in order for Calendly to book over them.  Or else I need to set my Outlook RSVP to “Free” which confuses the internal meeting organizers: am I attending or not? 

Is there still a way to indicate “Treat Tentative meetings as Free” for ALL my Outlook meetings in Calendly?  If not, this is a significant downgrade to my workflow. 😥