Hey there @Amy68876 -- great question!

My best guess is that you are a user on our free plan + you already have a calendar connected (other than this iCloud Calendar). Is that the case? 

If so, that is why you are being prompted to upgrade your plan before you can do this!

All users on our free plan are able to connect up to one calendar on their Calendar Sync page. All users on our paid plans (regardless of which tier) are able to connect up to six calendars. If you upgrade, you’ll have no issues! If you would rather not upgrade, you’ll need to first disconnect your current calendar in order to connect your iCloud Calendar.

You can read more about our plans, pricing and features on our Pricing Page! Note: an annual subscription will result in a 20% discount for all paid plans!

Workaround: 

• you can share your personal calendars with each other + choose one to connect to Calendly if you remain on the free plan
• my best advice here is to use a calendar like Google Calendar as the main calendar you connect to Calendly, and
  • share your iCloud Calendar with your Google Calendar so those events appear on it as well

I hope this helps!

Thanks @Kelsi at Calendly for the reply. Yes, I am on the free plan, but I do not have any calendars connected. Any other thoughts or suggestions?

Thanks!

Amy

Hey there @Amy68876 -- if you are on the free plan with zero calendars connected on your Calendar Sync (double check!) -- this is unexpected behavior for sure!

I’d suggest: 

• clearing your cache/cookies (steps below) + restarting your browser
• checking your browser for app updates > installing > restarting
• checking your device for OS updates > installing > restarting
• trying an incognito/secret browsing window
• trying another browser
• trying another device

How to clear browser cache

If this does not resolve your issue, please reach out to our support team via support@calendly.com so they can dig in deeper! 

thank you for your help. maybe it is already connected and just not working properly. will look into this more.

I was able to peek at your account and see that your iCloud Calendar is connected!

So now here’s where we land: what exactly are you hoping for that you aren’t getting? 

Are you having issues with availability? Let me know what the true issue is -- and we will try to work it out! 

(To see what I saw head to your Calendar Sync page > check out the portion where it shows your iCloud Calendar connection > look at “edit” next to “add to calendar” and “check for conflicts” to see what you have going on). 

Read more here.