Maling Issue: SSL wrong version number

Hi @Charles B. can you post your loomio SMTP config?

Hello Rob, sure my SMPT config are the following:
SMTP_AUTH=login
SMTP_DOMAIN=MyDomain.org
SMTP_SERVER=smtp.sparkpostmail.com
SMTP_PORT=587
SMTP_USERNAME=MySmtpUserName
SMTP_PASSWORD=MySmtpPassword
SMTP_USE_SSL=1
REPLY_HOSTNAME=MyDomain.org

knowing that currently the loomio instance is served on subdomain.MyDomain.org (I don't know if that does a difference)

Hi @Charles B. I came across this page:

https://batsov.com/articles/2012/12/06/dealing-with-ssl-certificate-validation-errors-in-rails/

The Loomio SMTP config lives in config/application.rb and it does not have the

:enable_starttls_auto

option. I wonder if that would help.

Actually further reading from https://guides.rubyonrails.org/action_mailer_basics.html indicates to me that it's not what the problem is.

To be clear, Loomio does not really contain any SMTP code, this is working directly with Rails, so it's likely to be a solvable issue.

Sorry - SMTP is always so tricky to work out!

Thanks for your investigation, I had a similar conclusion:
enable_starttls_auto being true by default it shouldn't be my issue.
However I'm kinda stuck here:
I have no idea where I should search for fixing that issue nor what is the exact command used by loomio to send mail.
Since I have a no knowledge about docker nor about rails, what would you recommand me to look for answers to my issue ?

I finally have drop the installation :(

I'm really sorry Charles. I hope we will make this better some day, I'm just unable to work on it right now.

Thanks for trying, and for reporting the problems you found.

Hey Rob, no issue here.
I perfectly understand that :)
Just saying I going to stop trying for now and maybe I will try to resume later.

For now my believe is that it may be related to the starttls option, but am unable to test with it as my understanding of docker and ruby on rails is too shallow.

Keep up the good work out there Rob :)

I think this comment might have a hint about what's going on.

Running the stable container as of today (2 days old) — I'm looking at line 114 in config/application.rb and there is indeed a way to set the "verify mode" from an environment variable, but it defaults to 'none'.
ruby
config.action_mailer.smtp_settings = {
address: ENV['SMTP_SERVER'],
port: ENV['SMTP_PORT'],
authentication: ENV['SMTP_AUTH'],
user_name: ENV['SMTP_USERNAME'],
password: ENV['SMTP_PASSWORD'],
domain: ENV['SMTP_DOMAIN'],
ssl: ENV['SMTP_USE_SSL'],
openssl_verify_mode: ENV.fetch('SMTP_SSL_VERIFY_MODE', 'none')
}.compact


I guess the "proper" way to configure SMTP would involve providing the ca_file or ca_path, or actually disabling the check.

Trying to reach the lower hanging fruit, I comment out the SMTP_USE_SSL variable in the env file, but I think Loomio is still attempting to use STARTTLS.

I would like to try setting enable_starttls_auto: false in the smtp_settings above but I don't know how to "restart" the application without killing the container :P

@robertguthrie do you think these parameters would be worthy of having its own variables in the env file? I'm afraid I don't have the base knowledge to change the source code and build a custom loomio container.

I think the problem is you're not restarting properly, you need to destroy the container to have new environment variables take place.

All Loomio config and data lives outside the containers so you can do docker-compose down and up safely.

I think what he means is how can you change the ruby configuration files (i.e. application.rb) and have the changes take effect? I would like to try changing parameters in that file to try and solve this problem. Is there a way to implement changes made to the loomio .rb files, within the container?