Fix Microsoft Bookings SMTP Settings and Power Automate Connection Errors
Question details
The user needs to resolve an error that occurs when entering SMTP settings in Microsoft Bookings to establish a connection with Power Automate.

- Product
- Microsoft Bookings and Power Automate
- Device & OS
- not provided
- Scenario
- Setting up an automated workflow by connecting Microsoft Bookings to Power Automate using SMTP credentials.
- Observed behavior
- Microsoft Bookings displays a connection error when SMTP settings are entered, preventing the Power Automate integration from completing successfully.
Ensure you have administrative access to your Exchange Online or Microsoft 365 tenant to verify mailbox configuration and authentication settings.
Verify Server Details and Enable SMTP Authentication
Check the SMTP server details and ensure authenticated SMTP submission is enabled for the specific Microsoft 365 mailbox used in the connection.
By default, Microsoft disables SMTP AUTH in Exchange Online to improve tenant security. If it is disabled for the account you are trying to connect, Power Automate will reject the SMTP settings.
Ensure your configuration uses the correct Exchange Online details: Server name should be 'smtp.office365.com', Port is '587', and Encryption method is 'STARTTLS'.
Log in to the Microsoft 365 admin center as an administrator, go to 'Users', and select 'Active users'.
Click on the user account attempting the connection. In the flyout pane, click on the 'Mail' tab, then select 'Manage email apps'.
Ensure the 'Authenticated SMTP' checkbox is checked. Save the changes and wait a few minutes for the synchronization to process before retrying the connection in Power Automate.

Generate and Use an App Password
If your account has Two-Step Verification (Multi-Factor Authentication) enabled, standard passwords will block the SMTP connection and require an App Password instead.
Discover WPS Office for Your Daily Productivity Needs
While handling backend configurations for Microsoft Bookings and Power Automate, you also need a reliable suite for everyday document tasks. WPS Office is a free, lightweight, and user-friendly alternative offering seamless compatibility with standard office files.
- 1. Download WPS Office: Visit the official WPS website and download the free installer for your operating system.
- 2. Install the Application: Run the setup file and follow the quick on-screen instructions to install the lightweight suite.
- 3. Open and Edit Your Files: Launch WPS Office and instantly open your existing Word, Excel, or PowerPoint documents without losing formatting.

Frequently Asked Questions
Why is Microsoft 365 SMTP authentication disabled by default?
Microsoft disables Basic Authentication and SMTP AUTH by default in modern tenants to enhance security and prevent automated brute-force attacks. You must explicitly enable it for specific mailboxes that require automated sending.
What are the correct SMTP settings for Microsoft 365 and Exchange Online?
The standard SMTP server is smtp.office365.com, the port should be set to 587, and the encryption method required is STARTTLS (or TLS).
Where can I get enterprise support for complex Power Automate connections?
Since Power Automate and Exchange are enterprise products, complex routing or connection issues are best addressed in the official Microsoft Q&A forums, where Microsoft engineers and community experts provide tailored assistance.




