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Email is sent but rejected by outlook because of the container's ipv6 #1849

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opened 2025-11-07 07:23:05 -06:00 by GiteaMirror · 2 comments
GiteaMirror commented 2025-11-07 07:23:05 -06:00
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Originally created by @MrChausson on GitHub (Feb 13, 2024).

Subject of the issue

Hello, so I have just installed my vaultwarden (with the latest docker image) on my k3s cluster. And I have managed to make SMTP to work with office365 but the test mails are coming back to my inbox by outlook with this error:

Generating server: MR1P264MB3282.FRAP264.PROD.OUTLOOK.COM

lol.lool2546@yopmail.com
Remote server returned '550 5.7.708 Service unavailable. Access denied, traffic not accepted from this IP. For more information please go to http://go.microsoft.com/fwlink/?LinkId=526653 AS(7230) [PR0P264MB3387.FRAP264.PROD.OUTLOOK.COM 2024-02-12T13:14:51.999Z 08DC2A79F18677C8]'

Original message headers:

Received: from MR1P264MB3282.FRAP264.PROD.OUTLOOK.COM
 ([fe80::7811:d5d9:5666:93ee]) by MR1P264MB3282.FRAP264.PROD.OUTLOOK.COM
 ([fe80::7811:d5d9:5666:93ee%4]) with mapi id 15.20.7270.036; Mon, 12 Feb 2024
 13:14:52 +0000
MIME-Version: 1.0
Content-Type: text/plain
Date: Mon, 12 Feb 2024 13:14:52 +0000
Message-ID: <096578bd-e605-4707-9e6a-32b9fa1c2a78@chausson.services>
Subject: Vaultwarden SMTP Test

The test emails are appearing in my Junk Email section of outlook:
image

It looks like it is using a temporary local ipv6 address on the internet (which has bad reputation because it has already been used a lot).

Is it possible to modify the image in order to not use this local address on the internet ?

Deployment environment

  • vaultwarden server docker version: vaultwarden/server:1.30.3

  • Install method: with this helm chart: https://artifacthub.io/packages/helm/gissilabs/vaultwarden on kubernetes v1.26.10+k3s2

  • Not that the cluster I have installed it on is using dual-stack networking which means containers have ipv4 and ipv6 internet access.

  • Reverse proxy and version: traefik

Steps to reproduce

Expected behaviour

  • Connect as admin
  • Send a test email
  • Email is sent and not rejected by outlook
  • Recipient receives the mail

Actual behaviour

  • Connect as admin
  • Send a test email
  • Email is sent but rejected by outlook which send it back to my mailbox with the message shown above
  • Recipient never receives the mail

Troubleshooting data

The ipv6 rejected by outlook looks to be a local ipv6 this is why I think it is rejected.

Thanks for your help in advance

Originally created by @MrChausson on GitHub (Feb 13, 2024). <!-- # ### NOTE: Please update to the latest version of vaultwarden before reporting an issue! This saves you and us a lot of time and troubleshooting. See: * https://github.com/dani-garcia/vaultwarden/issues/1180 * https://github.com/dani-garcia/vaultwarden/wiki/Updating-the-vaultwarden-image # ### --> <!-- Please fill out the following template to make solving your problem easier and faster for us. This is only a guideline. If you think that parts are unnecessary for your issue, feel free to remove them. Remember to hide/redact personal or confidential information, such as passwords, IP addresses, and DNS names as appropriate. --> ### Subject of the issue <!-- Describe your issue here. --> Hello, so I have just installed my vaultwarden (with the latest docker image) on my k3s cluster. And I have managed to make SMTP to work with office365 but the test mails are coming back to my inbox by outlook with this error: ``` Generating server: MR1P264MB3282.FRAP264.PROD.OUTLOOK.COM lol.lool2546@yopmail.com Remote server returned '550 5.7.708 Service unavailable. Access denied, traffic not accepted from this IP. For more information please go to http://go.microsoft.com/fwlink/?LinkId=526653 AS(7230) [PR0P264MB3387.FRAP264.PROD.OUTLOOK.COM 2024-02-12T13:14:51.999Z 08DC2A79F18677C8]' Original message headers: Received: from MR1P264MB3282.FRAP264.PROD.OUTLOOK.COM ([fe80::7811:d5d9:5666:93ee]) by MR1P264MB3282.FRAP264.PROD.OUTLOOK.COM ([fe80::7811:d5d9:5666:93ee%4]) with mapi id 15.20.7270.036; Mon, 12 Feb 2024 13:14:52 +0000 MIME-Version: 1.0 Content-Type: text/plain Date: Mon, 12 Feb 2024 13:14:52 +0000 Message-ID: <096578bd-e605-4707-9e6a-32b9fa1c2a78@chausson.services> Subject: Vaultwarden SMTP Test ``` The test emails are appearing in my Junk Email section of outlook: ![image](https://github.com/dani-garcia/vaultwarden/assets/28267018/dd9fbcde-57f5-4096-924e-d0cfaa3ae5ff) It looks like it is using a temporary local ipv6 address on the internet (which has bad reputation because it has already been used a lot). Is it possible to modify the image in order to not use this local address on the internet ? ### Deployment environment <!-- ========================================================================================= Preferably, use the `Generate Support String` button on the admin page's Diagnostics tab. That will auto-generate most of the info requested in this section. ========================================================================================= --> <!-- The version number, obtained from the logs (at startup) or the admin diagnostics page --> <!-- This is NOT the version number shown on the web vault, which is versioned separately from vaultwarden --> <!-- Remember to check if your issue exists on the latest version first! --> * vaultwarden server docker version: vaultwarden/server:1.30.3 * Install method: with this helm chart: https://artifacthub.io/packages/helm/gissilabs/vaultwarden on kubernetes v1.26.10+k3s2 * Not that the cluster I have installed it on is using dual-stack networking which means containers have ipv4 and ipv6 internet access. * Reverse proxy and version: traefik ### Steps to reproduce <!-- Tell us how to reproduce this issue. What parameters did you set (differently from the defaults) and how did you start vaultwarden? --> - Install this helm chart: https://artifacthub.io/packages/helm/gissilabs/vaultwarden - Change the smtp settings to make it work with office365 - Change the tag to use the version: vaultwarden/server:1.30.3 ### Expected behaviour <!-- Tell us what you expected to happen --> - Connect as admin - Send a test email - Email is sent and not rejected by outlook - Recipient receives the mail ### Actual behaviour <!-- Tell us what actually happened --> - Connect as admin - Send a test email - Email is sent but rejected by outlook which send it back to my mailbox with the message shown above - Recipient never receives the mail ### Troubleshooting data <!-- Share any log files, screenshots, or other relevant troubleshooting data --> The ipv6 rejected by outlook looks to be a local ipv6 this is why I think it is rejected. Thanks for your help in advance
GiteaMirror commented 2025-11-07 07:23:07 -06:00
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@BlackDex commented on GitHub (Feb 13, 2024):

I actually think it has nothing to do with Vaultwarden, but more how the helm-chart/k8s works in this way.
Vaultwarden just uses the interface it is provided, and if that interface has a temp IPv6 address that is not something we can fix.

Same goes for IPv4 it just uses the provided IP's of the interface dedicated to Vaultwarden (or which every other Pod you run).

@BlackDex commented on GitHub (Feb 13, 2024): I actually think it has nothing to do with Vaultwarden, but more how the helm-chart/k8s works in this way. Vaultwarden just uses the interface it is provided, and if that interface has a temp IPv6 address that is not something we can fix. Same goes for IPv4 it just uses the provided IP's of the interface dedicated to Vaultwarden (or which every other Pod you run).
GiteaMirror commented 2025-11-07 07:23:07 -06:00
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@MrChausson commented on GitHub (Feb 13, 2024):

Okay I see, I will search how to change that interface ip address then.

Thanks

@MrChausson commented on GitHub (Feb 13, 2024): Okay I see, I will search how to change that interface ip address then. Thanks
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Reference: github-starred/vaultwarden#1849
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