Magic signin link not sent since 1.7.0 / 0.81.0 update

[nebulon]

Alright so the issue is that the app generates a random reply-to address with which it sends out invite mails: https://github.com/outline/outline/blob/bb43c24efef817cdbc76d4e90781355897280c0b/server/emails/templates/BaseEmail.tsx#L191

Apps are not allowed to send out emails with random addresses on Cloudron. Not sure how to solve this right now.

[nebulon]

I have created an upstream discussion about this at https://github.com/outline/outline/discussions/7949

Also, we will release a locally patched app package to make it work. The current "patch" is https://git.cloudron.io/cloudron/outline-app/-/commit/26c17f516c1ec39e46e66df9acb8cfa8ff5a70f7

[gerard]

@nebulon Thank you for your quick action . Any ETA on the locally patched app?.

[nebulon]

The patched package is out now.

[gerard]

@nebulon Unfortunately it's still not working for me.

The From Name is "CrunchBox" - The From address is team@crunchbox.lu

The error log shows the following:

... cannot send mail as \"CrunchBox team\"@crunchbox.lu", ...

Update:
I thought that the From Name might be interpreted as part of the address, so I tried removing the From Name. But then it is automatically set to "Outline" .

[nebulon]

Is this because you set the email address for outline in the Cloudron dashboard? And other mails are still sent out?

[gerard]

@nebulon I set the e-mail addres for Outline in the Cloudron dashboard. (I used a clean test-instance of Outline, which I updated to package v1.7.1)
Then I logged in with the Cloudron SSO to create a new user.
The "invitation email" was sent and received:

Nov 14 16:17:38 - {"label":"worker","level":"info","message":"EmailTask running","props":{"actorEmail":"gerard@mailo.com","actorName":"Gérard Kieffer","name":"Gérard","teamName":"Outline","teamUrl":"https://workspace2.crunchbox.lu","to":"gnkieffer@gmail.com"},"templateName":"InviteEmail"}
Nov 14 16:17:38 - {"label":"email","level":"info","message":"Sending email \"Gérard Kieffer invited you to join Outline’s workspace\" to gnkieffer@gmail.com"}

Then I opend the login page, entered the new user's email address and clicked the Sign In button. That email, containing the magic sign, failed to be sent:

Nov 14 16:17:49 - {"label":"worker","level":"info","message":"EmailTask running","props":{"client":"web","teamUrl":"https://workspace2.crunchbox.lu","to":"gnkieffer@gmail.com","token":"[Filtered]"},"templateName":"SigninEmail"}
Nov 14 16:17:49 - {"label":"email","level":"info","message":"Sending email \"Magic signin link\" to gnkieffer@gmail.com"}
Nov 14 16:17:49 - {"error":"Mail command failed: 550 Authenticated user team@crunchbox.lu cannot send mail as \"CrunchBox team\"@crunchbox.lu","level":"error","message":"Error sending email to gnkieffer@gmail.com","stack":"Error: Mail command failed: 550 Authenticated user team@crunchbox.lu cannot send mail as \"CrunchBox team\"@crunchbox.lu\n at SMTPConnection._formatError (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:798:19)\n at SMTPConnection._actionMAIL (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:1607:34)\n at SMTPConnection.<anonymous> (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:1076:18)\n at SMTPConnection._processResponse (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:982:20)\n at SMTPConnection._onData (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:763:14)\n at SMTPConnection._onSocketData (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:195:44)\n at Socket.emit (node:events:517:28)\n at Socket.emit (node:domain:489:12)\n at addChunk (node:internal/streams/readable:335:12)\n at readableAddChunk (node:internal/streams/readable:308:9)\n at Readable.push (node:internal/streams/readable:245:10)\n at TCP.onStreamRead (node:internal/stream_base_commons:190:23)"}
Nov 14 16:17:49 - {"error":"Mail command failed: 550 Authenticated user team@crunchbox.lu cannot send mail as \"CrunchBox team\"@crunchbox.lu","level":"error","message":"Error processing task in EmailTask","stack":"Error: Mail command failed: 550 Authenticated user team@crunchbox.lu cannot send mail as \"CrunchBox team\"@crunchbox.lu\n at SMTPConnection._formatError (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:798:19)\n at SMTPConnection._actionMAIL (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:1607:34)\n at SMTPConnection.<anonymous> (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:1076:18)\n at SMTPConnection._processResponse (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:982:20)\n at SMTPConnection._onData (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:763:14)\n at SMTPConnection._onSocketData (/app/code/node_modules/nodemailer/lib/smtp-connection/index.js:195:44)\n at Socket.emit (node:events:517:28)\n at Socket.emit (node:domain:489:12)\n at addChunk (node:internal/streams/readable:335:12)\n at readableAddChunk (node:internal/streams/readable:308:9)\n at Readable.push (node:internal/streams/readable:245:10)\n at TCP.onStreamRead (node:internal/stream_base_commons:190:23)"}

[nebulon]

Ah ok, so upstream mentioned to revert that change, so then we can debug the custom email from Cloudron once we know how the new upstream code behaves.

[gerard]

There seems to be the fix for the next release:
https://github.com/outline/outline/commit/6421995b29f40d4172cd342fd592b78d5707258c

[superhua]

This is affecting us as well.

So – just to clarify – we simply need to wait for fix to applied in Cloudron?

[joseph]

Yes, we have to wait for upstream release.

[nebulon]

Just released a new app package with the upstream fix

[gerard]

I confirm that the the update fixes the issue on my instantce of outline.