IIS and SMTP - Success but no Message

Hi,

I have an account with Windows 2008, IIS 7 and PHP.

Using Joomla and PHPMailer I can successfully send emails but never receive them.

Using PHPMailer I was able to determine that I could successfully authenticate and then it would send an email.

I tried sending to my work domain. geekpower.ca and to gmail.com both never receive the email. Not in the inbox or junk box.

I had a problem before on another server where PHP's mail function would return true. It turned out that the smtp server successfully received the email but when it contacted the receiving smtp server it was silently dropped.

I have not had this problem with Joomla before.

I'm not sure how to trouble shoot this or figure out why the emails are not being sent.

Settings I am using are:
host: auth.myhosting.com
User: storageflex-admin@storageflex.com
Pass: ********
Authentication: True
Port: 25

I honestly don't know why but all of a sudden the failed to send emails started showing up in the email address I am using for authentication.

PHPMailer failed because the emails look like spam. Wow!

But Joomla started working but my emails do go right to the spam folder.

The only thing I can think of is I created the email address this morning.

Well It works.

what email address is appearing as the From Address? If it's not the same as the one used to authenticate this can have a big impact on spam score.