Different SMTP servers may occur different errors even with 587 port if testing with ./discourse-doctor TLS and STARTTLS are mutually exclusive This error has never mentioned in meta so far, you should set explicitly DISCOURSE_SMTP_FORCE_TLS: false otherwise it contradicts DISCOURSE_SMTP_ENABLE_START_TLS, as it is true by default. This may not always the case, but it’s worth a try. SSL_connect returned=1 errno=0 peeraddr=xxx.xxx.xxx.xxx:587 state=error: wrong version number Again, set DISCOURSE_SMTP_FORCE_TLS: false resolves the issue Net::SMTPAuthenticationError this can be caused by wrong username password of your credentials you set or can be resolved by setting DISCOURSE_SMTP_AUTHENTICATION: login

For Mailgun, on an fresh install i had to do: DISCOURSE_SMTP_FORCE_TLS: true DISCOURSE_SMTP_ENABLE_START_TLS: false ./discourse-doctor was reporting: ======================================== ERROR ======================================== UNEXPECTED ERROR Net::ReadTimeout the whole troubleshoot document Troubleshoot email on a new Discourse install - documentation / sysadmin - Discourse Meta didn’t solve my issue. Found this thread about amending it that would have helped me: Cannot send email - problem with port 465 - installation - Discourse Meta Then found this Yet Another thread you posted that showed some flips for me to do.

[image] S L: DISCOURSE_SMTP_FORCE_TLS: true DISCOURSE_SMTP_ENABLE_START_TLS: false This solution worked for me, followed by a rebuild. Thank you!

Yet other SMTP 587 port email various errors

Product Support Self-hosting

ambimorph August 19, 2024, 2:17am 3

This solution worked for me, followed by a rebuild.

Thank you!

Topic		Replies	Views
SMTP email issue Net::Timeout Self-hosting	2	1691	February 18, 2021
Mail system not working even thought I tested it with telnet and other platforms Self-hosting	8	2093	April 23, 2022
Cannot send email - problem with port 465 Self-hosting email	9	4959	November 20, 2022
Problem with SMTP configuration Self-hosting	13	7494	February 9, 2022
SSL/TLS for port 465 (Net::ReadTimeout) - undocumented solution Self-hosting email	2	841	November 11, 2025

Yet other SMTP 587 port email various errors

Related topics