# Outlook SMTP Server Issues (SMTPSyntaxError)

**URL:** <https://meta.discourse.org/t/outlook-smtp-server-issues-smtpsyntaxerror/296414>\
**Category:** Self-hosting\
**Tags:** email\
**Created:** [February 23, 2024, 1:04am UTC](https://meta.discourse.org/t/outlook-smtp-server-issues-smtpsyntaxerror/296414 "2024-02-23T01:04:28Z")\
**Posts on this page:** 1\
**Showing post:** 4

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**Author:** ![bluiavato](https://avatars.discourse-cdn.com/v4/letter/b/71c47a/32.png) [@bluiavato](https://meta.discourse.org/u/bluiavato)\
**Post date:** [February 23, 2024, 6:01pm UTC](https://meta.discourse.org/t/outlook-smtp-server-issues-smtpsyntaxerror/296414/4 "2024-02-23T18:01:51Z")

</div>

When I run the command inside the container (as I saw in the Discourse SMTP troubleshooting guide):

`openssl s_client -connect foo.mail.protection.outlook.com:25 -starttls smtp`

Everything looks normal but instead of a `250 DSN`, I see a `250 SMTPUTF8`. Then when I try to enter the command `EHLO "i am here"`, nothing happens and I eventually time out:

`451 4.7.0 Timeout waiting for client input [YT1PEPF00001E8C.CANPRD01.PROD.OUTLOOK.COM 2024-02-23T17:51:16.770Z 08DC342D15BDD245] read:errno=0`

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