I recently went through the emails:task and related code with the aim of testing each of the failure codepaths and touching up the error text. I also discovered that the effects of setting DISCOURSE_SMTP_ENABLE_START_TLS=false are (mostly) nil. Setting this didn’t actually disable STARTTLS and in f…

That sounds like good work! One thing that I (think I’ve) noticed is that the rake task doesn’t actually use the same code as the actual sending does (like from the /admin/email test page). I’m pretty sure that I’ve had a case where it worked in the UX but not the rake task (or maybe it was the oppo…

We’re also working on that, and on improving the logging when a queued email job fails. :+1:

Is there anything I need to do on the forum you host? [Screenshot_20251105_151945_Firefox]

[תמונה] supermathie: Before I merge this though, I think an admin warning in the dashboard for when DISCOURSE_SMTP_ENABLE_STARTTLS=false is being set is suitable. @supermathie is this worth PMing every admin on every site that has this variable set? Our current problem checks system will do t…

I think it is - I find it extremely likely that given how confused many admins are around email setup, someone has this variable set when they actually depend on starttls. Nobody should have it set, probably. Is rather have a spurious warning than silently break someone’s email setup. The alterna…

It would be nice if the warning didn’t show up when the outgoing SMTP server is the localhost (ie matches the Discourse domain name) as TLS between the Docker container and the host isn’t needed as they are the same machine.

In this case you should remove the variable from the environment. Discourse will only use STARTTLS if it’s offered.

Ich hatte in der aktuellen Version den Fall - das die auskommentierte Zeile (default ist true) zusammen mit force_tls den eMail Versand unterbunden hat. Ich habe sie also einkommentiert und sie auf false gesetzt. EMail Versand funktioniert nun - aber ich habe diese Meldung im Backend… Es hängt ein …

I also noticed this. After updating Discourse on 28 November, I started seeing mail delivery failures with the error message Job exception: :enable_starttls and :tls are mutually exclusive. Set :tls if you're on an SMTPS connection. Set :enable_starttls if you're on an SMTP connection and using STAR…

Reworking the emails:test rake task output

מפתח

pmusaraj (Penar Musaraj) 5 בנובמבר,‏ 2025,‏ 5:11pm 5

No, this alert shouldn’t show up on our hosting. We’ll fix it, thanks for the report as always.

נושא		תגובות	צפיות
SSL/TLS for port 465 (Net::ReadTimeout) - undocumented solution Self-hosting email	2	740	11 בנובמבר,‏ 2025
SMTP error: Must issue a STARTTLS command first Self-hosting	9	3490	23 בנובמבר,‏ 2021
Email not working (SSL_connect returned=1) Self-hosting	16	2624	15 ביולי,‏ 2022
Can't send email with certificate issue Self-hosting	2	1569	2 באפריל,‏ 2019
Discourse with other websites, SMTP issue: End of file reached Self-hosting	8	2389	22 באוקטובר,‏ 2020

Reworking the emails:test rake task output

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