[X] I have read intro post: About the Installation Issues category
[X] I have read the tutorials, help and searched for similar issues
[X] I provide relevant information about my server (component names and versions, etc.)
[X] I provide a copy of my logs and healthcheck
[X] I describe the steps I have taken to troubleshoot the problem
[X] I describe the steps on how to reproduce the issue
OS: Ubuntu 18.04.5 LTS
Webserver: Nginx 1.14.0
Database: MariaDB 10.1.47
Passbolt: …how do I figure this out? I can’t click the help button on my top navigation bar.
Troubleshooting Steps I’ve Taken:
- Checked our network’s firewall - outbound SMTP is permitted and I saw the connection for that server to smtp-relay.gmail.com as being passed, so it is indeed reaching Gmail.
- Checked our Gmail settings - TLS is not required, but I enable it wherever possible. I’ve tried TLS on and off for various ports (25, 465, 587), to no avail. Interestingly, 587 w/ TLS at least makes it to Gmail, whereas 25 w/o TLS or 465 w/ TLS just timing out.
Reproduce The Issue:
I run the $ ./bin/cake passbolt send_test_email --firstname.lastname@example.org command to send a test email and get an error returned: