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imthenachoman avatar imthenachoman commented on June 19, 2024 1

Ha. When I see things like this I usually chalk it up to the computer throwing a temper tantrum. Glad it worked out though.

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xarvex avatar xarvex commented on June 19, 2024

It seems now that I get a "Username and Password not accepted," after not really doing anything differently. I am once again confused as from my understanding this error is only recieved when using the old method of using the account password.

2023-11-02 21:36:37 1qyk33-0000nY-0C <= debian@localhost U=debian P=local S=446
2023-11-02 21:36:49 1qyk33-0000nY-0C plain authenticator failed H=smtp.gmail.com [172.253.115.108] 535-5.7.8 Username and Password not accepted. Learn more at
535 5.7.8  https://support.google.com/mail/?p=BadCredentials z10-20020a0cfeca000000b0066d11743b3esm312543qvs.34 - gsmtp
2023-11-02 21:36:50 1qyk33-0000nY-0C login authenticator failed H=smtp.gmail.com [172.253.115.108] 535-5.7.8 Username and Password not accepted. Learn more at
535 5.7.8  https://support.google.com/mail/?p=BadCredentials z10-20020a0cfeca000000b0066d11743b3esm312543qvs.34 - gsmtp
2023-11-02 21:36:51 1qyk33-0000nY-0C H=smtp.gmail.com [172.253.115.108] TLS error on connection (recv): The TLS connection was non-properly terminated.
2023-11-02 21:36:51 1qyk33-0000nY-0C ** myemailhere R=smarthost T=remote_smtp_smarthost H=smtp.gmail.com [172.253.115.108] X=TLS1.3:ECDHE_X25519__RSA_PSS_RSAE_SHA256__AES_256_GCM:256 CV=yes DN="CN=smtp.gmail.com": SMTP error from remote mail server after pipelined end of data: 530-5.7.0 Authentication Required. Learn more at\n530 5.7.0  https://support.google.com/mail/?p=WantAuthError z10-20020a0cfeca000000b0066d11743b3esm312543qvs.34 - gsmtp
``

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xarvex avatar xarvex commented on June 19, 2024

I have no way to explain this, but right after that previous comment, after recreating yet another app password and regenerating another cert, the exact same commands are working perfectly fine. I have tried going back to see what might have been the root issue but I haven't found anything. Gmail being Gmail?

from how-to-secure-a-linux-server.

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