Troubleshooting the Outlook plug-in

Find step-by-step instructions to troubleshoot issues with the Outlook Plug-in for desktops when encountering unexpected behaviors.

Before you begin

Are you troubleshooting the Outlook Plug-in or Outlook Add-in?

The Outlook plug-in is for connecting Calendly directly to your Outlook calendars to check for conflicts and add events. This is separate from the Outlook add-in, which allows you to access your scheduling links or create a customized invitation directly from your Outlook toolbar, and does need to be installed separately. For more information on the Outlook add-in, check out Calendly Outlook Add-in.

How to troubleshoot the plug-in

Step 1 – Check your system requirements

Calendly's Outlook desktop plug-in is for PC users with Outlook 2007 or later and Windows XP or newer.

If you use a web-based Microsoft calendar such as Outlook.com, Office 365, or Exchange, we recommend connecting that calendar directly from your Calendar Connection page. For more information on how to connect your calendar with Calendly, check out Connecting your calendar.

Step 2 – Check your calendar connections page

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If your Outlook Plug-in is not connected, check out Outlook Desktop Plug-in for instructions on how to install and connect your Outlook Plug-in to Calendly.

Step 3 – Check your Plug-in version and last sync date

Most unexpected behaviors with the Outlook Plug-in can be resolved by ensuring you are running the most up-to-date version of the Outlook Plug-in (Version: 174). You can confirm this at any time by navigating to your Calendar Connection page.

If you're not running the most up to date version, check out Outlook Desktop Plug-in for instructions on how to re-install and connect your Outlook Plug-in to Calendly.

Step 4 – Check that your Outlook Plug-in is your system tray icon

Is your Outlook Plug-in Open in your System Tray?

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 and 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.
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  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.calendlyforoutlook.gif
  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 Outlook Desktop Plug-in.

Are you running only one version of the Outlook Plug-in?

In order for the Outlook Plug-in to properly sync with Calendly, make sure you are only running one instance of the Outlook Plug-in per Calendly user.

Step 5 – Check your Outlook Plug-in advanced settings

1. Set Sync to Realtime

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.
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2. 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.
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3. 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.
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