- Microsoft Exchange Online is retiring SMTP basic authentication in September 2025. If your GitHub Enterprise Server instance uses this method to send email, delivery may fail after the retirement date. Microsoft recommends switching to a supported alternative. As another option, you may consider using an SMTP OAuth proxy such as [email-oauth2-proxy](https://github.com/simonrob/email-oauth2-proxy), though this is not officially supported. For details and configuration guidance, see the [Microsoft announcement](https://techcommunity.microsoft.com/blog/exchange/exchange-online-to-retire-basic-auth-for-client-submission-smtp-auth/4114750) and the proxy’s [documentation](https://github.com/simonrob/email-oauth2-proxy/blob/main/emailproxy.config).
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