Bugzilla can't authenticate to gmail

[David Miller]

GMail does not allow you to use AUTH LOGIN as the authentication method 
with your actual GMail password. Thunderbird gets around it by setting 
up an OAUTH2 token the first time you connect and using that instead 
(which is GMail's preferred authentication method for third party clients).

In order to use GMail for SMTP, you need to do the following:

 1. Make sure your Google account has a second factor authentication
    configured
 2. Set up an Application Password for Bugzilla to use.

Then you give that application password (which is different from your 
normal GMail password) to Bugzilla as the SMTP password.

See https://support.google.com/accounts/answer/185833?hl=en


On 2/24/23 7:24 PM, Mike Ambrose wrote:
>
> Hi,
>
> I followed the instructions for installing Bugzilla 5.0.6 on Ubuntu 
> 22.0.4.  There was a little tweaking required for Apache but Bugzilla 
> is now being served by an Ubuntu server.  The big problem is enabling 
> email.  I wanted to use gmail as much easier than setting up our own 
> SMTP server but it fails to authenticate.  Ufw is disabled.
>
>   * mail_delivery_method: SMTP
>   * mailfrom: new_gmail_address at gmail.com
>   * smtpserver: smtp.gmail.com:465  (I also tried port 587)
>   * smtp_username: new_gmail_address at gmail.com
>   * smtp_password: new_gmail_password
>   * smtp_ssl: On
>
> I tested these settings using Thunderbird on the same server and it 
> works. I also tried some things I found on the internet including 
> changing the username spec to user, all to know avail.  The following 
> is what Apache reports:
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 220 smtp.gmail.com ESMTP 
> m2-20020a056870030200b0016dbf59175bsm95354oaf.47 - gsmtp
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)>>> EHLO bugzilla-sw
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 250-smtp.gmail.com at your 
> service, [12.35.227.202]
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 250-SIZE 35882577
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 250-8BITMIME
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 250-AUTH LOGIN PLAIN XOAUTH2 
> PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 250-ENHANCEDSTATUSCODES
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 250-PIPELINING
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 250-CHUNKING
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 250 SMTPUTF8
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)>>> AUTH LOGIN
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 334 VXNlcm5hbWU6
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< (decoded) Username:
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)>>> (decoded) my_gmail at gmail.com
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)>>> dHB6YnVnc0BnbWFpbC5jb20=
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 334 UGFzc3dvcmQ6
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< (decoded) Password:
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)>>> (decoded) my_password
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)>>> WXVtIEJ1Z3Mh
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 535-5.7.8 Username and 
> Password not accepted. Learn more at
>
> Net::SMTP::_SSL=GLOB(0x562c48a326a0)<<< 535 5.7.8 
> https://support.google.com/mail/?p=BadCredentials 
> m2-20020a056870030200b0016dbf59175bsm95354oaf.47 – gsmtp
>
> Does anyone  have an idea what is happening here?
>
> Thanks,
>
> Mike Ambrose
>
> Topaz Systems, Inc
>
>
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-- 
[Bugzilla Logo] 	
*Dave Miller*
Project Leader
*Bugzilla Project*
https://bugzilla.org/
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