Office 365 SMTP Issues with Proofpoint and Gmail Send Mail As

June 27, 2025

Proofpoint and GoDaddy Office 365 configurations block Gmail Send Mail As, even with SMTP enabled, MFA tested, and credentials verified.

Office 365 SMTP Issues with Proofpoint and Gmail Send Mail As

Experiencing difficulties with connecting an Office 365 address, which has the Proofpoint solution enabled via GoDaddy, to Gmail using the 'Send mail as' feature. Neither mx1-us1.ppe-hosted.com nor the regular Microsoft SMTPs such as smtp.office365.com or smtp-mail.outlook.com are working. SMTP is enabled everywhere - GoDaddy, Office 365 Admin, Proofpoint, and MFA is disabled. Enabling MFA and generating an app password didn't help either.

Is anyone aware of a potential solution? Should I enable conditional access in Entra (this was one of the suggestions I found on Google)...? Any suggestions would be appreciated.

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