Frank Bures composed on 2025-07-16 12:04 (UTC-0400):

> On 2025-07-16 11:51, Frank Bures wrote:

>> Recently I have not been able to send root system mail from my Fedora 42 
>> machine using Sendmail via gmail SMTP relay.  It worked reliably since I 
>> built this machine more than a year ago.

>> Any attempt to send mail either from cron or from CLI returns:

>> relay=smtp.gmail.com. [142.251.185.109], dsn=4.4.1, stat=Deferred: 
>> Connection timed out with smtp.gmail.com.

>> I generated a new app password for my sendmail and appropriately changed 
>> and regenerated /etc/mail/authinfo*.

>> No cigar.

>> Does anyone have any idea where to look at?

>> E-mail from Thunderbird works normally as this message proves.

> An additional info:

> If smtp.gmail.com resolves to an IPv6 address, relaying works.  If it 
> resolves into IPv4 address, the above error ensues.

> I checked my firewall, there is nothing relevant to the smtp.gmail.com IPv4 
> addresses.

I was forced to change to OAuth2 for Google SMTP back around May sometime IIRC,
but I made my edit more than a month after Google announced its deadline, looks
like 14 March:

Google search highlight:
[quote]
OAuth 2.0, which stands for “Open Authorization”, is a standard designed to 
allow
a website or application to access resources hosted by other web apps on behalf 
of
a user. It replaced OAuth 1.0 in 2012 and is now the de facto industry standard
for online authorization.
[/quote]

For more: https://en.wikipedia.org/wiki/OAuth
-- 
Evolution as taught in public schools is, like religion,
        based on faith, not based on science.

 Team OS/2 ** Reg. Linux User #211409 ** a11y rocks!

Felix Miata
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