Calendly fails to sync to Outlook 365 when one instance of a recurring item is deleted

Question

Hello,I have searched the Calendly community forum topics extensively, and yet I have not seen my particular issue, even though it must be quite common. I have Outlook 365 and Calendly. My Outlook calendar is properly connected to Calendly. The sync works beautifully in real-time. Every time I create, change, or delete an appointment, Calendly is instantly aware of it. But if the appointment in my Outlook calendar is a recurring appointment, and I delete just one instance of it, Calendly fails to recognize that the appointment was deleted. Unfortunately this is quite common for me. I have many standing weekly meetings, but I can’t free up a block of time unless I delete the entire recurring sequence. For example, if I want to free up an hour to meet with a prospective client, I don’t want my time that I blocked off for a lower priority meeting to prevent it from being booked, which is exactly what it’s doing. This may be a big enough roadblock for me to consider researching a competitive product to Calendly if it can’t be resolved. Thank you to whoever can solve this dilemma.

Sean Marlin · Answer

Hi Paul87770,You are right in that your Outlook calendar should sync availability over to Calendly. Calendly should pick up not only “busy” events but should alsoallow bookingswhen your Outlook calendar is otherwise free.Firstly, you can use ourTroubleshooting availabilitytoolon your scheduling page in order to understand what's causing the conflict. I find it to be super helpful and it resolves most availability issues. 🎉 Check out this tool to look at the dates/times in Calendly you aren’t showing as free when you should be to double-check what exactly is causing it. Perhaps there is another “busy” event on your calendar you’ve forgotten, perhaps there’s another conflict in Calendly (duration, buffers, availability and so on).If that does not help you figure it out, read the following to take a deeper look at your calendar connection and how it works:Help Center article:Outlook Desktop Plug-inHelp Center article:Outlook Plug-in FAQYou might also really benefit from switching to the O365/Outlook.com calendar connection(s) from the Outlook Plug-in (if possible).Are you able to view your calendar when logging inhere?If so, you should be able to successfully connect your Office 365 cloud-based calendarhere!Note: if you use an Exchange server, you’ll want to select the Exchange calendar connection option within Calendly instead.Does your organization have specific security requirements that prevent you from utilizing a cloud-based calendar connection? If so, then the plug-in is likely your best/only option - and you can ignore the rest!I hope this helps! If you are still running into issues after troubleshooting and looking at these resources, I suggest logging into your Calendly account and clicking “help” to connect with our support team directly. They are available 24/7 and can provide more personalized support for complex troubleshooting →Customer Support

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