SSL Error When Setting Up Gmail

  • Resolved jcpwp

    (@jcpwp)


    3 years, 4 months ago

    I’ve spent all day trying to get the GMail connection working. I kept getting authorization failures when going through the wizard, but when I went back into Settings I clicked the “Allow plugin to send emails using your Goggle account” button. I went through the steps to make that connection, and it gave me the message that “You have successfully linked the current site with your Google API project. Now you can start sending emails through Gmail.

    However, right below that it also shows an error:

    Mailer: Gmail
Error creating resource: [message] fopen(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed
[file] C:\inetpub\site\wp-content\plugins\wp-mail-smtp\vendor_prefixed\guzzlehttp\guzzle\src\Handler\StreamHandler.php
[line] 227
[message] fopen(): Failed to enable crypto
[file] C:\inetpub\site\wp-content\plugins\wp-mail-smtp\vendor_prefixed\guzzlehttp\guzzle\src\Handler\StreamHandler.php
[line] 227
[message] fopen(https://oauth2.googleapis.com/token): failed to open stream: operation failed
[file] C:\inetpub\site\wp-content\plugins\wp-mail-smtp\vendor_prefixed\guzzlehttp\guzzle\src\Handler\StreamHandler.php
[line] 227

    I am not sure what any of that means. Our site is running under a wilcard cert (*.site.com), so I’m hoping it’s not looking for an explicit site name. OpenSSL is enabled in our PHP configuration. We are on PHP 7.3.29, WP 5.5.5, WP Mail SMTP 2.9.0.

    • This topic was modified 3 years, 4 months ago by jcpwp. Reason: Correction to title
Viewing 4 replies - 1 through 4 (of 4 total)
  • Thread Starter jcpwp

    (@jcpwp)

    Should also note this is a Windows Server, 2012 R2 with IIS 8.5.

    Thread Starter jcpwp

    (@jcpwp)

    I added a line in the SteamHandler.php page to output the args passed into the fopen call on line 227 to see what it’s working with. The $uri is “https://oauth2.googleapis.com/token” and the $context is a stream-context resource.

    Now I’m thinking there is some issue with our security. If I’m understanding the script, it’s trying to pull in the Google API token but it’s failing. I am not sure if it’s not connecting, or there is some issue in making the connection, or it can’t download the content, or what.

    Hi @jcpwp,

    Thanks for reaching out. The error message usually indicates the invalid or outdated CA certificate your server presented which is used to verify for the secure transport of email. Please check and update your certificates.

    Editing the plugin or WordPress core files is not recommend. If you’d want to, you can try disabling SSL verification, but it’s compromising the security. Here’s how to easily add custom codes in your site.

    I hope this helps!

    Hi @jcpwp,

    We haven’t heard from you in a little more than a week, so I’m going to go ahead and mark this ticket resolved. If you still have questions, though, please feel welcome to continue the conversation.

    Thanks!

Viewing 4 replies - 1 through 4 (of 4 total)
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