On Wed, Jan 20, 2021 at 04:22:04PM -1000, Baron Fujimoto wrote: > > The following in my muttrc was used successfully util this problem began: > > set smtp_url = smtp://u...@example.org@smtp.gmail.com
Do you have smtp_authenticators (unset by default) set? set smtp_url = "smtps://lu...@example.com@smtp.gmail.com" set smtp_authenticators = 'gssapi:login' Are you using an "app password"? Typically, you'll need to (at least I did) https://support.google.com/mail/answer/185833?hl=en-GB If not, you may want to switch to one. If so, you may want to make sure it's still active, and check to see if your organization changed any policies that might be causing the issue, whether that's disabling certain protocols, or enforcing MFA. FWIW, when I was using gsuite with Mutt (for work), I would typically have to auth once for IMAP and once for SMTP. Good idea trying alternate ports, but you may also want to doublecheck that your provider is not blocking or hijacking SMTP (and see what you get using telnet and / or openssl s_client to connect to smtp.gmail.com directly). Kevin's suggestion should also help show any issues along those lines. w