intermittent smtp failures with gmail

intermittent smtp failures with gmail - Printable Version

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+--- Thread: intermittent smtp failures with gmail (/showthread.php?tid=92797)

intermittent smtp failures with gmail - miked - 04-24-2025

CI version 3.1.13
We've seen this more than a few times where, out of the blue, sending mail thru google randomly declines to auth. Usually about 24 hours or so later the problem resolves itself.

No changes to my config/email.php file since Dec of '23.

Sending 200ish emails a day will work fine for months on end, and then suddenly I human notified that emails that CI has sent are not appearing in the gmail sent mail folder.

The CI logs show about 1 in 10 smtp failure messages like the one below. Server is running on a DigitalOcean droplet in the SF region. Requested help at DO as well.

How can I best troubleshoot this?

Code:
220 [url=http://smtp.googlemail.com]smtp.googlemail.com[/url] ESMTP<uuid>.110 - gsmtp

<br /><pre>hello: 250-smtp.googlemail.com at your service, [159.65.78.78]

250-SIZE 35882577

250-8BITMIME

250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH

250-ENHANCEDSTATUSCODES

250-PIPELINING

250-CHUNKING

250 SMTPUTF8

</pre>Failed to authenticate password. Error: 535-5.7.8 Username and Password not accepted. For more information, go to

535 5.7.8  [url=https://support.google.com/mail/?p=BadCredentials]https://support.google.com/mail/?p=BadCredentials[/url] <uuid>.110 - gsmtp

<br />Unable to send email using PHP SMTP. Your server might not be configured to send mail using this method.<br /><pre>Date: Thu, 24 Apr 2025 15:24:09 +0000

My config/email.php:

Code:

$config['useragent'] = '';

$config['protocol'] = 'smtp'; 

$config['mailpath'] = '/usr/sbin/sendmail'; 

$config['smtp_host'] = 'ssl://smtp.googlemail.com'; 

$config['smtp_user'] = '[email protected]'; 

$config['smtp_pass'] = 'passwd'; 

$config['smtp_port'] = 465; 

$config['smtp_timeout'] = 30; 

$config['smtp_keepalive'] = FALSE; 

$config['smtp_crypto'] = ""; 

$config['wordwrap'] = TRUE; 

$config['wrapchars'] = 76; 

$config['mailtype'] = 'html'; 

$config['charset'] = 'utf-8';

$config['validate'] = FALSE;

$config['priority'] = '3'; 

$config['crlf'] = "\r\n"; 

$config['newline'] = "\r\n"; 

$config['bcc_batch_mode'] = ''; 

$config['bcc_batch_size'] = ''; 

$config['dsn'] = '';

RE: intermittent smtp failures with gmail - InsiteFX - 05-11-2025

Try raising the SMTP Timeout to 60 seconds.