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Fix Microsoft Bookings Reminder and Follow-Up Emails Not Sending
Question details
Microsoft Bookings reminder and follow-up emails are failing to send to attendees and staff.
- Product
- Microsoft Bookings
- Device & OS
- not provided
- Scenario
- Staff and attendees are expecting automated reminder and follow-up emails for their scheduled appointments.
- Observed behavior
- Emails are not being sent intermittently or entirely, even when the 'Send to All attendees' setting is correct. Additionally, newly created email reminders sometimes incorrectly appear under the follow-up section due to an interface bug.
Before troubleshooting, ensure you have access to the Microsoft 365 admin center, as you may need to check the service health dashboard or submit a support ticket to Microsoft to resolve backend bugs.
Verify Notification Settings and Recreate a Test Booking
Rule out configuration issues by verifying your current service settings and running a controlled test booking.
Sometimes editing an existing appointment can cause synchronization issues with reminders. Testing with a fresh appointment helps determine if the issue is localized to older appointments or affecting the entire service.
Log in to your Microsoft Bookings dashboard and select the specific calendar experiencing the email issues.
Navigate to 'Services', select the affected service, and confirm that the reminder and follow-up email settings are configured to send to 'All attendees'.
Create a brand new test booking using an alternate email address you control to see if the automated notifications trigger successfully.
Record the exact timestamps of when the reminders were supposed to send and whether the emails were received. This data will be necessary if you need to escalate.
Check Service Health and Escalate to Microsoft Support
Since inconsistent email delivery is often caused by a Microsoft 365 backend bug or outage, checking service health and escalating is the most definitive action.
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Frequently Asked Questions
Why are my Bookings reminders appearing in the follow-up section?
This is a known visual interface bug within Microsoft Bookings. Even if you correctly configure a pre-appointment reminder, the system may occasionally categorize it under the follow-up section after the appointment is edited. You should escalate this to Microsoft Support if it disrupts your automated workflows.
Can I manually force Microsoft Bookings to send a reminder?
No, Microsoft Bookings relies entirely on automated backend triggers to send emails. If the automated emails are failing due to a service outage or bug, there is no 'send now' button for reminders. As a temporary workaround, you would need to manually email the attendees via Outlook.
Do I need admin rights to check the Microsoft 365 service health dashboard?
Yes, accessing the Microsoft 365 service health dashboard requires global administrator or service administrator privileges. If you only have access to the Bookings app, you will need to ask your IT administrator to check the dashboard for outages.
