I'm not sure on their setup but for me the gmail is working for host just using smtp.gmail.com.

With some other modules within DNN I've found the port to be sensitive, at least at times and having to test for 465 and 587).

I'm curious about r2i's own solution. Setting up the SQL Database Mail now which seems easy enough though send tests with gmail have been failing so far.

I am getting the following error:

Send Mail: Send Failure: The operation has timed out.: StackTrace - System.Net.Mail.SmtpException: The operation has timed out. at System.Net.Mail.SmtpClient.Send(MailMessage message) at r2i.OWS.Framework.Utilities.Engine.Utility.SendEMail(MailMessage Message, String smtpServerExternal, String SMTPAuthentication, String SMTPUsername, String SMTPPassword, Boolean SMTPEnableSSL).

I am using smtp.gmail.com:465 as the server. SSL checked, Basic Authentication Checked. My un/pw. All these settings work under Host Settings > SMTP. Any ideas?

I've had the same issue between 465 and 587, only recently seeing http://mail.google.com/support/bin/an... where it says:

Port for TLS/STARTTLS: 587
Port for SSL: 465

Not that I feel sure on what everything uses.