Hello @webbbio,
I understand you’re experiencing a “not found” error when sending test emails. I’ve reviewed the information you provided and believe the issue may lie in one of the following areas:
App Callback URL: Please verify that the URL used to access the API endpoint provided in Fluent SMTP settings is spelled correctly and includes the required parameters.
Permissions: Ensure that the email address used as the sender has a valid mailbox, has permission to send emails, and has an active Office365 subscription.
Account Type: Confirm that you have selected the correct account type when creating the Azure App: “Accounts in any organizational directory (Any Azure AD directory – Multitenant) and personal Microsoft accounts (e.g., Skype, Xbox).”
Logged-in Account: When prompted to authorize the connection, use the same email/account that was used to create the Azure App. Sometimes Admin Account requires to be logged-in to generate the token.
Domain Verification: Recheck that you have verified your domains within Microsoft Office365.
If you continue to encounter issues, I recommend consulting the Office 365 API documentation at https://fluentsmtp.com/docs/setup-outlook-with-fluentsmtp/ or contacting Microsoft Office365 Support for further assistance.
Please let me know if you have any other questions.