What am I missing? My app can send e-mail via gmail on my dev box, but not on my server

Question

• My config files are identical, except for connection strings.
• I'm using IIS on both machines
• I elevated the IIS user on the server to ensure it's not a permissions issue
• No exceptions are thrown on my server where the e-mails are not being sent
• I know the gmail configs are correct because I can send e-mails from my dev box.

• Windows firewall is off and the network firewall is not blocking outbound ports.

What else should I look for?

IIS 7 on Win2k8, using ASP.NET w/ C#

SmtpClient smtpClient = new SmtpClient();
smtpClient.EnableSsl = true;
smtpClient.Send(fromAddress, toAddress, subject, body);

Answer 1

wrap smtpClient.Send(fromAddress, toAddress, subject, body); inside a try catch statment and see what the exception is

Answer 2

Gmail requires authentication from the SMTP client, so you need to fill in the Credentials property on your SmtpClient instance as shown here .

That doesn't explain why it works from your development box (unless the POP3 method still works) but it would explain why the code you have shown doesn't work.