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I host a server on Google Cloud with Protonmail Bridge running in the background. I am still new at working with CiviCRM 5.26.1 and PHP. I can successfully send emails via Drupal usinig the SMTP module but with CiviCRM I receive this error when I send a test email:

authentication failure [SMTP: STARTTLS failed (code: 220, response: Ready to start TLS)]

In the Bridge Configuration Guide, an exception has to be set on Thunderbird.

Now, according to this solution that would seem to solve my problem : SMTP connection failing problem, I don't have the same structure when I open the /Net/SMTP.php file.

Note: This exception is needed for Protonmail Bridge.

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  • welcome to CiviCRM SE - well explained question - hopefully some one with mailing experience can answer soon
    – petednz - fuzion
    Jun 16, 2020 at 3:46

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Civicrm has changed how it's including the PEAR library - it was previously including a patched version - however this was updated in https://github.com/civicrm/civicrm-core/commit/a6a0ff13d2a155ad962529595dceaef728116f96# to improve maintainability

I believe if you want to apply the fix from SMTP connection failing problem

you will now find the required file in vendor/pear/net_smtp/Net/SMTP.php

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