Disabling starttls or certificate verification does not work any more

Bug
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There are a lot of posts about this in support so now we seem to have found the cause I thought it might be good to create a bug topic about this containing only the actual issue described here Email Hostname Certificate Mismatch Causing sidekiq Queue Overload, Severe Site Instability - #47 by RGJ

Long story short:

Since 2.9.0 beta 4 the settings
DISCOURSE_SMTP_OPENSSL_VERIFY_MODE and DISCOURSE_SMTP_ENABLE_START_TLS do not work correctly any longer.

This seems to be related to the move to Rails 7, which updated net-smtp from 0.1.0 to 0.3.1, which changed the defaults for these two connection parameters.

The way the smtp gem calls net-smtp does not disable enable_starttls_auto and openssl_verify_mode, it only enables it when enabled.

Related report for the smtp gem: SMTP: allow disabling starttls_auto since it's now true by default in Ruby 3 by jeremy ¡ Pull Request #1435 ¡ mikel/mail ¡ GitHub

Technically this bug is outside the Discourse code since this is happening in the smtp gem, but since that is currently forked for Discourse I think this does warrant a bug topic. If it cannot be fixed easily then these parameters could be removed from the docs and maybe a deprecation warning could be shown so at least all the confusion is gone.

10 Likes
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Cross linking bug reports:

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This PR should bring back the proper behavior (it’s not merged yet):

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PR has been merged earlier today so by using the tests-passed branch you should be able to disable TLS as before :slight_smile:

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11 posts were split to a new topic: Email not working (Port 465)

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