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Home/ Questions/Q 946305
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Editorial Team
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Editorial Team
Asked: May 15, 20262026-05-15T22:53:37+00:00 2026-05-15T22:53:37+00:00

First of all you have to know I’m total Ruby noob :) I installed

  • 0

First of all you have to know I’m total Ruby noob 🙂

I installed git-commit-notifier (http://github.com/ilozka/git-commit-notifier) on my system (Ubuntu 10.04) and followed all the installation instructions but every time I push to my git repository I get this error message:

remote: Sending mail...
remote: /usr/lib/ruby/1.8/net/smtp.rb:944:in `check_auth_response': 530 5.7.0 Must issue a STARTTLS command first. n20sm12555550ibe.5 (Net::SMTPAuthenticationError)
remote:     from /usr/lib/ruby/1.8/net/smtp.rb:735:in `auth_plain'
remote:     from /usr/lib/ruby/1.8/net/smtp.rb:727:in `send'
remote:     from /usr/lib/ruby/1.8/net/smtp.rb:727:in `authenticate'
remote:     from /usr/lib/ruby/1.8/net/smtp.rb:568:in `do_start'
remote:     from /usr/lib/ruby/1.8/net/smtp.rb:527:in `start'
remote:     from /usr/lib/ruby/1.8/net/smtp.rb:465:in `start'
remote:     from /var/lib/gems/1.8/gems/git-commit-notifier-0.7.2/bin/../lib/emailer.rb:42:in `perform_delivery_smtp'
remote:     from /var/lib/gems/1.8/gems/git-commit-notifier-0.7.2/bin/../lib/emailer.rb:96:in `send'
remote:     from /var/lib/gems/1.8/gems/git-commit-notifier-0.7.2/bin/../lib/commit_hook.rb:55:in `run'
remote:     from /var/lib/gems/1.8/gems/git-commit-notifier-0.7.2/bin/../lib/diff_to_html.rb:285:in `each_with_index'
remote:     from /var/lib/gems/1.8/gems/git-commit-notifier-0.7.2/bin/../lib/commit_hook.rb:51:in `each'
remote:     from /var/lib/gems/1.8/gems/git-commit-notifier-0.7.2/bin/../lib/commit_hook.rb:51:in `each_with_index'
remote:     from /var/lib/gems/1.8/gems/git-commit-notifier-0.7.2/bin/../lib/commit_hook.rb:51:in `run'
remote:     from /var/lib/gems/1.8/gems/git-commit-notifier-0.7.2/bin/git-commit-notifier:13
remote:     from /var/lib/gems/1.8/bin/git-commit-notifier:19:in `load'
remote:     from /var/lib/gems/1.8/bin/git-commit-notifier:19

I tracked the error to emailer.rb script. Specifically line:

Net::SMTP.start(settings['address'], settings['port'], settings['domain'],                                                                                                                             
                settings['user_name'], settings['password'], settings['authentication']) do |smtp|

The parameters seemed to be passed correctly (i have checked that).

My config script looks like this:

# select the delivery method: smtp or sendmail
delivery_method: smtp

# settings for the smtp server
smtp_server:
    address: smtp.gmail.com
    port: 587
    domain: mydomain
    user_name: redmine@mydomain.com
    password: xxxxxx
    authentication: plain
    enable_tls: true

Does anyone know how I can solve this issue? I have Redmine on the same server and it works fine. No problems with email sending.

Thank you

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  1. Editorial Team
    Editorial Team
    2026-05-15T22:53:37+00:00Added an answer on May 15, 2026 at 10:53 pm

    Net::SMTP does not seem to support STARTTLS. This question offers a solution to that problem by monkey-patching Net::SMTP to do just that.

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