sudo /usr/sbin/sendmail -v -q

Running /var/spool/mqueue/u6TBoGKj027936 (sequence 1 of 3)
<jcoatanea@gmail.com>... Connecting to gmail-smtp-msa.l.google.com. port 587 via relay...
220 smtp.gmail.com ESMTP n128sm2730927lfb.45 - gsmtp
>>> EHLO dynavio.com
250-smtp.gmail.com at your service, [87.92.41.2]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8
>>> STARTTLS
220 2.0.0 Ready to start TLS
>>> EHLO dynavio.com
250-smtp.gmail.com at your service, [87.92.41.2]
250-SIZE 35882577
250-8BITMIME
250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8
>>> QUIT
221 2.0.0 closing connection n128sm2730927lfb.45 - gsmtp
<jcoatanea@gmail.com>... Deferred: Temporary AUTH failure