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[GH-ISSUE #118] Making mailpit relay work with Outlook #79

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opened 2026-03-15 12:26:31 +03:00 by kerem · 6 comments

kerem commented

2026-03-15 12:26:31 +03:00

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Originally created by @fr6nco on GitHub (May 29, 2023).
Original GitHub issue: https://github.com/axllent/mailpit/issues/118

Hi,

Im trying to make mailpit relay work with outlook's smtp mail server, with the following configuration

      host: smtp-mail.outlook.com
      port: 587
      starttls: true
      allow-insecure: true
      auth: plain
      username: [email-here]
      password: [password-here]

with no luck tho.

Im getting this error

WARN[2023/05/29 21:34:47] [smtp] error relaying message: 504 5.7.4 Unrecognized authentication type [DUZPR01CA0003.eurprd01.prod.exchangelabs.com 2023-05-29T21:34:42.410Z 08DB5FD917A96013]

According to https://support.microsoft.com/en-us/office/pop-imap-and-smtp-settings-for-outlook-com-d088b986-291d-42b8-9564-9c414e2aa040 configuration seems to be correct.

Originally created by @fr6nco on GitHub (May 29, 2023). Original GitHub issue: https://github.com/axllent/mailpit/issues/118 Hi, Im trying to make mailpit relay work with outlook's smtp mail server, with the following configuration ``` host: smtp-mail.outlook.com port: 587 starttls: true allow-insecure: true auth: plain username: [email-here] password: [password-here] ``` with no luck tho. Im getting this error ``` WARN[2023/05/29 21:34:47] [smtp] error relaying message: 504 5.7.4 Unrecognized authentication type [DUZPR01CA0003.eurprd01.prod.exchangelabs.com 2023-05-29T21:34:42.410Z 08DB5FD917A96013] ``` According to https://support.microsoft.com/en-us/office/pop-imap-and-smtp-settings-for-outlook-com-d088b986-291d-42b8-9564-9c414e2aa040 configuration seems to be correct.

kerem closed this issue

2026-03-15 12:26:36 +03:00

kerem commented

2026-03-15 12:26:46 +03:00

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@axllent commented on GitHub (May 30, 2023):

@fr6nco Apparently Office365 does not support any of the existing Mailpit SMTP login methods (eg: PLAIN), and requires either LOGIN (username/password) or XOAUTH2 (2-factor authentication). XOAUTH2 is not an option, so assuming you can send using a username and password, I can try add the LOGIN method to Mailpit.

The issue here is I have no means of testing it first. Can you please tell me what OS you are testing on, then maybe I can provide you with a beta version so you can verify whether LOGIN works before I add it to the main code?

@axllent commented on GitHub (May 30, 2023): @fr6nco Apparently Office365 does not support any of the existing Mailpit SMTP login methods (eg: PLAIN), and requires either LOGIN (username/password) or XOAUTH2 (2-factor authentication). XOAUTH2 is not an option, so assuming you can send using a username and password, I can try add the LOGIN method to Mailpit. The issue here is I have no means of testing it first. Can you please tell me what OS you are testing on, then maybe I can provide you with a beta version so you can verify whether LOGIN works before I add it to the main code?

kerem commented

2026-03-15 12:26:51 +03:00

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@fr6nco commented on GitHub (May 30, 2023):

Im running on kubernetes on x86 with your docker image.

image:
  registry: docker.io
  repository: axllent/mailpit
  tag: v1.6.10

If you could push a dev tag, that would be perfect.
Thanks for the blazingly fast response

@fr6nco commented on GitHub (May 30, 2023): Im running on kubernetes on x86 with your docker image. ``` image: registry: docker.io repository: axllent/mailpit tag: v1.6.10 ``` If you could push a dev tag, that would be perfect. Thanks for the blazingly fast response

kerem commented

2026-03-15 12:26:56 +03:00

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@fr6nco commented on GitHub (May 30, 2023):

I built the docker image and deployed it. Email went through with no issues

DEBU[2023/05/30 08:17:06] [smtp] relayed message from az-support@mad-me.com via smtp-mail.outlook.com:587

If u want to test it yourself, here's a public image available https://hub.docker.com/r/madmedocker/mailpit/tags

@fr6nco commented on GitHub (May 30, 2023): I built the docker image and deployed it. Email went through with no issues ``` DEBU[2023/05/30 08:17:06] [smtp] relayed message from az-support@mad-me.com via smtp-mail.outlook.com:587 ``` If u want to test it yourself, here's a public image available https://hub.docker.com/r/madmedocker/mailpit/tags

kerem commented

2026-03-15 12:27:01 +03:00

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@axllent commented on GitHub (May 30, 2023):

Excellent, thank you for testing. I will merge that within the hour and deploy a new release.

@axllent commented on GitHub (May 30, 2023): Excellent, thank you for testing. I will merge that within the hour and deploy a new release.

kerem commented

2026-03-15 12:27:06 +03:00

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@axllent commented on GitHub (May 30, 2023):

This has been released as v1.6.13. Please feel free to close this if it works as expected, thank you.

@axllent commented on GitHub (May 30, 2023): This has been released as v1.6.13. Please feel free to close this if it works as expected, thank you.

kerem commented

2026-03-15 12:27:11 +03:00

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@fr6nco commented on GitHub (May 30, 2023):

Perfect, tested. works well.

Here's my merge request to the helm chart in case anyone would like to deploy mailpit with SMTP relay config.
https://github.com/jouve/charts/pull/1

@fr6nco commented on GitHub (May 30, 2023): Perfect, tested. works well. Here's my merge request to the helm chart in case anyone would like to deploy mailpit with SMTP relay config. https://github.com/jouve/charts/pull/1

kerem referenced this issue

2026-03-15 14:18:49 +03:00

[PR #79] [MERGED] Bump actions/stale from 7.0.0 to 8.0.0 #435