This is article number two of three exploring issues and their resolution with Microsoft Outlook’s Plug-in. This piece covers the Outlook Plug-in, not the Outlook Add-in. The Plug-in connects your desktop Outlook calendar to Calendly to check for conflicts and add events. If you installed an .exe to set up the integration, you have the Plug-in. The Outlook Add-in, on the other hand, is available through Microsoft AppSource. For more about the Add-in, visit This Page.

This article is intended for users who have already confirmed the following:

• The plug-in is showing as active in Calendly
• The Version is up to date 
• Your computer has no pending updates
• If you have checked those, and your plugin is still not syncing, you are in the right place. If you have not, please check out our previous article. Outlook Plugin Hub#1

What this article covers

Let’s get started!

Check that the plugin is running on your machine

Check that your Outlook plug-in is in your system tray icon

The Outlook plug-in will only sync when it is running in the background and your computer is connected to the internet. Any changes made while your computer is off or when the plug-in is disconnected will only update once your device is back on. To confirm whether or not your Outlook plug-in is running:

1. Select the upwards-facing arrow in your Windows taskbar to Show hidden icons.
2. From there, look for an item listed with the Calendly logo.
   
3. If you do not see an instance of the Outlook plug-in running in your taskbar, use your PC's search bar to search for, and open the Calendly Plugin for Outlook.
4. If you do not see the Calendly Plugin for Outlook app within your search bar, the Outlook plug-in is not installed on your device. For more information on how to install the Outlook plug-in, check out How to install the Outlook plug-in.

Check Outlook Plug-in settings

Set sync to real time

Setting your Outlook plug-in sync to realtime can ensure Calendly reads and writes changes to your Outlook calendar as they occur. To set your Outlook plug-in sync to realtime:

1. Open the Outlook plug-in via the taskbar in Windows (or by searching for the Calendly Plugin for Outlook in your Windows search).
2. Select Settings
3. Select Advanced in the bottom left corner of the Settings window.
4. Select Realtime under Auto-Sync within the Advanced Settings window.
5. Select OK to confirm your changes within the Advanced Settings window.
6. Select Save to save changes made within your Outlook plug-in Settings.
   

Select Re-read

1. Open the Outlook plug-in via the taskbar in Windows (or by searching for the Calendly Plugin for Outlook in your Windows search).
2. Select Settings
3. Select Advanced in the bottom left corner of the Settings window.
4. Check Reread Outlook and Reread Calendly under the section titled Logging.
5. Select OK to confirm your changes within the Advanced Settings window.
6. Select Save to save changes made within your Outlook plug-in Settings.
   

Disable MAPI

1. Open the Outlook plug-in via the taskbar in Windows (or by searching for the Calendly Plugin for Outlook in your Windows search).
2. Press CTRL+SHIFT+U to open the Special Settings Screen.
3. Check Disable MAPI to the right of Disable MAPI DLL for Outlook.
4. Select OK to confirm your changes within the Advanced Settings window.
   

After these are complete, try syncing the information over to Calendly again. Keep in mind, this can take around ten minutes to fully sync.
 

Make sure your computer does not have any pending updates

Microsoft has a great tutorial for checking to see if you have any pending Windows updates, you can refer to this here: Windows Update: FAQ

Conclusion

Once all of these steps are done, the Outlook Plug-in should start syncing again - If not, the next best option is to remove it from your computer, reinstall it from scratch, and use a new plug-in key.

Don’t forget, you can always reach our support team via email at support@calendly.com. To catch them up to speed, be sure to include all of the steps you’ve taken while troubleshooting your Outlook Plug-in.

If your settings match all that has been outlined here, and still not syncing, please proceed to Article #3. If you haven’t completed basic troubleshooting please take a look at the article in this series.

If you have questions, leave a comment below and we’ll be happy to help!

Article #3 - Other plug-in errors

Article #1 - Basic plug-in troubleshooting