I\'m attempting to use the System.Net.Mail.SmtpClient class to relay an email through my company\'s email server. All SMTP connections to the mail server have to be SSL and
My issue ended up being that the .Net SmtpClient class apparently doesn't support the use of port 465 for SMTP SSL connections. Using port 25 with a self signed SSL certificate worked correctly.
MSDN System.Net forum question Can SmtpClient be configured to work with a self signed certificate?.