IIS & SMTP Server

[staningrimsby]

Hi Guys,

 

Not really sure if this is in the correct area or not but I am trying to setup an SMTP Server in IIS on Server 2008 R2 to connect to gmail I have followed various instructions like the site below;

 

Setting up SMTP server in Windows .. to use Gmail

 

All seemed to go well but when I try to send a test email it just goes straight to the ‘badmail’ folder, I presume this means it can’t connect to the SMTP at Gmail, can anyone please tell me if I have to set something up in the actual Gmail account, or is there a port on the Server \ External firewall I need to open ???

 

Been doing this for 2 days now and don’t feel like I’m getting anywhere.

 

Cheers in advance

Stan.

[googlemad]

In the Gmail account POP needs to be enabled (Settings > Forwarding and POP/IMAP)

 

Then in IIS SMTP settings :

 

Delivery Tab

 

Outbound security

 

Basic authentication

Username : [email protected] (replace gmail.com with google apps domain if applicable)

Password : yourgmailpassword

 

Tick TLS encryption

 

Click OK

 

Outbound Connections

 

TCP port 587

 

Click OK

 

Advanced

 

Smart host smtp.gmail.com

 

Click OK

[staningrimsby]

Yep that's exactly what I did but the test messages just keep going straight into the badmail folder.

[googlemad]

Paste the following in a notepad

 

From: [email protected]

To: [email protected]

Subject: testing

 

This is the test message body.

 

(From address should be the one you've set up in IIS and the To address should be valid)

 

Then save the notepad in c:\inetpub\mailroot\pickup as "test" (include the quotation marks as this makes sure no file extension is put on the end) and it should work.

 

I only set this up myself yesterday afternoon!

[staningrimsby]

Thank you for that just re-installing IIS then will give it a go.

[staningrimsby]

Thank you so much you are a star , it would appear that all my configuration was correct it was the format the test email was going out on was not correct. The initial test emails have worked fine I just need PSF to connect and test it with the software now.

[staningrimsby]

One quick question Googlemad,

 

I managed to send 2 successful test messages but when I went to try again the messages are just sat in the queue folder and won’t go anywhere, do you no why ???

[googlemad]

Sadly not!

 

Maybe give it a couple of restarts...

[staningrimsby]

Its ok all sorted, tried re-starting the service and nothing, logeed into gmail and re-set the password and its back up and running again.