Mar 31 03:34:34 ip-172-31-22-38 sSMTP[2004]: Creating SSL connection to host
Mar 31 03:34:34 ip-172-31-22-38 sSMTP[2004]: Invalid response: 501 5.5.4 HELO/ELO argument MYEMAILADDRESS@gmail.com invalid, closing connection. v74sm9147441pfa.7- gsmtp (MYEMAILADDRESS@gmail.com)
Mar 31 03:34:34 ip-172-31-22-38 sSMTP[2004]: SSL connection using (null)
Mar 31 03:34:34 ip-172-31-22-38 sSMTP[2004]: Cannot open smtp.gmail.com:587

Mar 31 03:34:10 ip-172-31-22-38 sSMTP[1997]: Cannot open smtp.gmail.com:587
Mar 31 03:34:34 ip-172-31-22-38 sSMTP[2004]: Invalid response: 501 5.5.4 HELO/EHLO argument MYEMAILADDRESS@gmail.com invalid, closing connection. v74sm9147441pfa.7 - gsmtp (MYEMAILADDRESS@gmail.com)
Mar 31 03:34:34 ip-172-31-22-38 sSMTP[2004]: Cannot open smtp.gmail.com:587

#
# Config file for sSMTP sendmail
#
# The person who gets all mail for userids < 1000
# Make this empty to disable rewriting.
root=MYEMAILADDRESS@gmail.com

# The place where the mail goes. The actual machine name is required no
# MX records are consulted. Commonly mailhosts are named mail.domain.com
mailhub=smtp.gmail.com:587

# Where will the mail seem to come from?
#rewriteDomain=

# The full hostname
hostname=MYEMAILADDRESS@gmail.com

AuthUser=MYEMAILADDRESS@gmail.com
AuthPass=[removed]
UseSTARTTLS=YES
# Are users allowed to set their own From: address?
# YES - Allow the user to specify their own From: address
# NO - Use the system generated From: address
FromLineOverride=YES

root:MYEMAILADDRESS@gmail.com:smtp.gmail.com:587
localusername:MYEMAILADDRESS@gmail.com:smtp.gmail.com:587