On Sat, Oct 04, 2025 at 09:03:26PM +0200, Jaroslaw Rafa via Postfix-users wrote:

> Gmail requires authentication either via OAuth2 or "application password"
> that you have to generate on your Google account (the latter is possible
> only for accounts that have 2FA turned on). It doesn't support regular
> password authentication.

This is not quite true.  Though account settings do matter, Gmail
does support the "PLAIN" SASL mechanism, it just might not work
for default account settings, but the OP's problem is at a prior
step in the process.

    posttls-finger: Untrusted TLS connection established to 
smtp.gmail.com[2404:6800:4003:c0f::6c]:587: TLSv1.3 with cipher 
TLS_AES_256_GCM_SHA384 (256/256 bits) key-exchange X25519MLKEM768 
server-signature ECDSA (prime256v1) server-digest SHA256
    posttls-finger: > EHLO [..]
    posttls-finger: < 250-smtp.gmail.com at your service, [...]
    posttls-finger: < 250-SIZE 35882577
    posttls-finger: < 250-8BITMIME
    posttls-finger: < 250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN 
OAUTHBEARER XOAUTH
    posttls-finger: < 250-ENHANCEDSTATUSCODES
    posttls-finger: < 250-PIPELINING
    posttls-finger: < 250-CHUNKING
    posttls-finger: < 250 SMTPUTF8
    posttls-finger: > QUIT
    posttls-finger: < 221 2.0.0 closing connection 
98e67ed59e1d1-339c4a0d50esm6487855a91.2 - gsmtp

-- 
    Viktor.  🇺🇦 Слава Україні!
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