Email is sent but rejected by outlook because of the container's ipv6 #1235

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MrUnknownDE · 2026-04-06T01:41:32+02:00

MrUnknownDE commented

2026-04-06 01:41:32 +02:00

Originally created by @MrChausson on 2/13/2024

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:

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

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

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 2/13/2024*   ### 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](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     * 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  - 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  - 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

MrUnknownDE closed this issue

2026-04-06 01:41:32 +02:00

MrUnknownDE referenced this issue

2026-04-06 03:56:11 +02:00

Read config vars from files #2702

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Reference: github/vaultwarden#1235