
Connecting your Dragonfly calendar to an external calendar helps keep your availability up to date and can reduce the risk of scheduling conflicts. While Google Calendar is the most commonly used option, Dragonfly also supports integrations with other calendar platforms.
To help you get started, we've included a short video walkthrough demonstrating how to connect a Google Calendar. If you prefer written instructions, or you're connecting a different calendar, simply choose your calendar below to view the appropriate guide.
i. Once logged in select Calendars then click Calendar Settings in the upper right corner

ii. Click on the Connections tab in the upper navigation ribbon and then + Add New button to add a new calendar.

i. From the Connections page, click on the Connect button beside Google Calendar.

ii. Select the Google account you want to use.
iii. Accept all requested permissions, including: Calendar (read/write), Profile and Email access.

Before connecting your iCloud calendar, you'll need to obtain your app-specific password from Apple. This unique password is distinct from your regular Apple account password. Apple mandates the use of an app-specific password, in addition to enabling two-factor authentication, when connecting to third-party applications.
Sign in to https://appleid.apple.com/
Enable two-factor authentication under the Security section if you haven't already done so.
If you skip enabling two-factor authentication at this point and run into trouble later, come back and enable it.
Click into the Sign-in and Security section and choose "App-Specific Password" then in the modal click "Generate an app-specific password".


Enter a label for the password (for instance, 'CRM iCloud Integration') and click 'Create.'

Copy and safely keep the generated app-specific password. This will be used when connecting your iCloud calendar in the next step.

Using the app-specific password from Step 1, connect your iCloud account to HighLevel.




After connecting iCloud in step 2, you need to set your primary linked calendar and "blocking" calendars.
If you have not connected a 3rd party calendar then this Calendar Configuration panel will not appear. So, if you don't see it, go back and connect another calendar.Navigate to subaccount > settings > My Profile > Calendar Configuration OR subaccount > settings > calendars > connections > calendar configuration (they take you to the same panel).


Click "Edit" next to the primary linked calendar. On the linked calendar modal, select the 3rd-party calendar to add new events to. All new events created in the system will be added to your linked calendar and all events created in the linked calendar will be synced to the system.

Click "edit next to the conflict calendars. Select one or more options such as holidays in the United States, your calendar, and other team members calendars.

i. Select Calendars
ii. Click on the Connections tab and then + Add New button to add a new calendar.

i. From the Connections page, click on the Connect button beside Outlook Calendar.

i. Sign in to your Outlook Account.
ii. Accept the necessary permissions to complete the authentication process.

Supported: Microsoft 365 / Exchange Online accounts.
Not Supported: Stand-alone or on-premises Microsoft Exchange servers.Navigate to the Calendars section in the left-hand menu, then click on Calendar Settings in the top-right corner. This is where you’ll manage all calendar connections, including Calendly.
Go to Calendars > Calendar Settings >

Click on the Connections tab at the top to view and manage all integrated calendar accounts. This is where you’ll add, edit, or remove third-party calendars like Calendly.

Click the + Add New button to start a new calendar connection. This is where you’ll initiate the process to connect your Calendly account with HighLevel.

Find Calendly in the list of calendar providers and click Connect. This begins the authorization process to sync your Calendly events with HighLevel.

Complete the authentication process by logging into your Calendly account and granting access. Enter the email address associated with your Calendly account and click Continue. You can also log in using your Google or Microsoft credentials if linked.

Select the Calendly calendars you want to sync into HighLevel. Only events from these selected calendars will be pulled into your system as appointments.

Check the consent box to allow HighLevel to fetch your Calendly events and related details. Then click Save to complete the sync setup.
We automatically import both upcoming events and past events created within the last 180 days at the time of connecting your Calendly account.
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