*** SMTP Virtual Server - Mail Stuck in Queue Folder ***

Is it possible the public IP from which you are sending is blacklisted?  You can check here:
https://mxtoolbox.com/blacklists.aspx

Rob Williams - No the public IP hasn't been blacklisted

where is your IIS Virtual server pointing your next hop?
is there any configuration change since last time?

use this SMTP diag to test it

SMTP server = MX record
from: your addy
to: gmail

https://www.adminkit.net/smtp_diag_tool.aspx

if it is working, then restart IIS service and SMTP transport services

iisreset /force
usually reset it both services

Jian An Lim - I used SMTPDiag.  Please see https://filedb.experts-exchange.com/incoming/2017/05_w19/1162001/SMTPDiag-Results-Public_051217.jpg

yes i saw that, the other SMTP diag is different that can send email.

and if it is possible then it will be the IIS smtp issues.

Does SMTP Diag work on SMTP Virtual Server on Windows Server 2000?

you can use localhost, but then, it will stuck in the queue.

Have you turned on logging for the IIS SMTP service and reviewed the log?

I couldn't install SMTP Diag Tool on Windows Server 2000.  It says "SMTP Diag Tool cannot be installed on systems with .NET Framework version lower than 4.0 Client Profile"

In the IIS SMTP service log files, I see:
220-ESMTP+Exim+We+do+not+authorize+the+use+of+this+system+to+transport+unsolicited,+ 0 0 84 0 20062 SMTP - - - -
550-Please+turn+on+SMTP+Authentication+in+your+mail+client,+or+login+to+the 0 0 75 0 40187 SMTP - - - -
220+ESMTP+Sat,+13+May+2017+00:28:05+-0400:+UCE+strictly+prohibited 0 0 66 0 79 SMTP - - - -
550+walauthsmtp04:+Host+64.71.163.125:+No+unauthenticated+relaying+permitted 0 0 76 0 235 SMTP - - - -
550+authentication+required 0 0 27 0 3594 SMTP - - - -
250+Reset+OK 0 0 12 0 3750 SMTP - - - -
421+mtaig-aab01.mx.aol.com+Service+unavailable+-+try+again+later 0 0 64 0 422 SMTP - - - -
421+mtaig-mce03.mx.aol.com+Service+unavailable+-+try+again+later 0 0 64 0 1062 SMTP - - - -
454+4.7.1+<athenaleedom@goooogle.flu.cc>:+Relay+access+denied 0 0 61 0 593 SMTP - - - -

Looks like it is related to your next hop and your credential.

are you using AOL by any chance?

can you check whether your outgoing security is set to anonymous or basic?
\


https://www.microsoft.com/technet/prodtechnol/WindowsServer2003/Library/IIS/30384f76-1990-4cf7-8632-b327cd496076.mspx?mfr=true

I am not using AOL.  

Your link redirects to http://www.viglink.com/shop/merchants ?

nope, my link is to microsoft. you might need to check whether you have antivirus or etc.

i need you to can you check whether your outgoing security is set to anonymous or basic?

"mmc %systemroot%\system32\inetsrv\iis.msc"

check outbound security
1.
In IIS Manager, right-click the SMTP virtual server, and then click Properties.
2.
Click the Delivery tab, and click Outbound Security.

check smart host
1.
In IIS Manager, right-click the SMTP virtual server, and then click Properties.
2.
Click the Delivery tab, and click Advanced.

Select allOpen in new window

are you still there?

I didn't get your previous message until now.  Outbound security is set to "anonymous access".

and what is the smarthost?

In the Advanced Delivery tab, Smart Host doesn't have a value.

can you give a full dump of your IIS SMTP log.

those logs just saying you can't send the emails and it is just explainable.

Jian An Lim - the server info and emails in the IIS SMTP log are confidential.  I PM'ed you some log files.  

Please check and let me know without posting server info and specific email information here.

hi,
I have did a quick look @ them.


Right click "SMTP Virtual Server" then Click Properties
Select Access tab
Click "Relay..." in Relay Restrictions
Check it and report what settings you have?

do you have Select "Only the list below"?
do it have IP address?

"Only the list  below" is selected and there is a IP address.  I just PM'ed you the IP.

I wonder something wrong with your IP address range,
you got 2 options. either put the right address.
or remove that to allow every IP address to test this out.

I have the exact same SMTP Virtual server settings on another server and it works great.  I'm not sure why SMTP Virtual server doesn't work here.