I recommend you just use send-mailmessage with verbose instead of putting it together on your own. Probably easier and more helpful.
I can’t speak to gApps, but Exchange requires all of EmailFrom and EmailTo and EmailSmtpUser to be legal Smtp users. From: [email protected] [mailto:[email protected]] On Behalf Of Michael Leone Sent: Sunday, December 4, 2016 7:21 PM To: [email protected] Subject: [NTSysADM] Fwd: Can't seem to securely send to GMail So what am I doing wrong here? I want a script to send an email to my Gmail account (the script will run as a scheduled task). But it keeps failing with: Exception calling "Send" with "1" argument(s): "The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.5.1 Authentication Required. Learn more at" Even tho I am using SSl, and passing it credentials to authenticate. I don't really want to set my GMail account to accept less secure apps, but what am I doing wrong here? (I have my own Google Apps account, so I use my own domain name) $EmailFrom = "Scheduled Tasks <[email protected]<mailto:[email protected]>>" $EmailTo = "me@my-domain" $EmailSubject = "Results of scheduled tasks" $EmailBody = "Attached is the Log" $EmailSMTPServer = "smtp.gmail.com<http://smtp.gmail.com>" $EmailSMTPServerPort = "587" $EmailSMTPUser = "me@my-domain" $EmailSMTPPass = "xxxxx" $SMTPMessage = New-Object System.Net.Mail.MailMessage($EmailFrom,$EmailTo,$EmailSubject,$EmailBody) $SMTP = New-Object System.Net.Mail.SmtpClient($EmailSMTPServer, $EmailSMTPServerPort); $SMTP.EnableSSL = $true $SMTP.Credentials = New-Object System.Net.NetworkCredential($EmailSMTPUser, $EmailSMTPPass); $SMTP.Send($SMTPMessage); So why does it think it either doesn't have a secure connection (I am using EnableSsl) or not authenticating (I am passing it my Google Apps ID and password)? Running on Win 10, PS v5 PS C:\Scripts> $psversiontable Name Value ---- ----- PSVersion 5.1.14393.206 PSEdition Desktop PSCompatibleVersions {1.0, 2.0, 3.0, 4.0...} BuildVersion 10.0.14393.206 CLRVersion 4.0.30319.42000 WSManStackVersion 3.0 PSRemotingProtocolVersion 2.3 SerializationVersion 1.1.0.1 Thanks
