
Hey so I'm just trying to use Gmail's SMTP server settings, I put in the settings as shown, and then I have username as my email, and password as my password for that gmail account, but my worker-mails shows the second picture, could not authenticate, so trying to figure it out, this seems like it should work, but is there anything I'm missing? Should I be using 465/SSL instead?

Can you try tls
not TLS
?

but also...could not authenticate means it's an authentication issue

with Gmail...did you enable insecure passwords and then generate an app password to use?

with GSuite for Business without 2FA I can just login with a secure pass

changed to tls
-- still nothing, gonna try 465

have you tried testing the same parameters with some SMTP test client?

so

setting it to 465 tls
works

I take it back, got can't connect now

1s

okay so

it seems like Google recently turned off insecure passwords like that without enabling 2fa

yeah

so you gotta go to https://myaccount.google.com and enable 2FA then click on the 2-Step Verification and that has App Passwords at the bottom
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