Configure SMTP Server on Microsoft Windows Server 2022

Despite being deprecated for over a decade, there is still a number of reasons why one might want to use the Simple Mail Transfer Protocol Service in Windows Server. One that specifically comes to mind are devices, such as printers, that do not support some authentication protocols on modern servers.

Unfortunately, upon installing the SMTP service in Windows 2022, the service cannot be configured using the MMC for Internet Information Services 6.0. You might see a ‘Snapin Error’ prompting to report the error or ignore and continue. Neither option will advance the configuration of the service.

Error message presented when attempting to edit properties of the SMTP virtual server

Resolving the Problem

The problem is a bad configuration file installed by default. This can be rectified with the following steps.

  1. Stop SMTPSVC and IISADMIN services. They are displayed as Simple Mail Transfer Protocol (SMTP) and IIS Admin Service respectively.
  2. Open “C:\Windows\System32\inetsrv\MetaBase.xml” for editing.
  3. Find: Location =”/LM/SmtpSvc/1″
  4. Attributes for that XML element are listed alphabetically. Add: RelayIpList=””
  5. Save the MetaBase.xml file.
  6. Start SMTPSVC and IISADMIN services.
  7. Open Internet Information Services (IIS) 6.0 Manager from Administrative Tools. Right-click [SMTP Virtual Server #1] and select ‘Properties…’.
  8. Configure the service as you need.

Services Not Listed

If you do not see the SMTP service listed, I wrote a post some time ago about modifying the SMTP service using the terminal.

Kata – Revolver Roulette

Here’s a little exercise with a violent setting. It might be worth remembering if you’re unfortunate enough to be in a situation like this:

A masked man puts two bullets into adjacent chambers of a six shooter revolver. The masked man aims the gun at you and pulls the trigger.


The chamber advances by one and the masked man prepares to fire once again. He offers you the opportunity to roll the barrel before firing again. Should you take the masked man up on his offer?

Assume you survive the second shot at this point.

Now suppose he is to fire two more times for a total of four shots.

Do you accept a spin of the chamber prior to third shot?

How about a spin of the chamber prior to the fourth?

What are your chances of survival after surviving the first shot?

My Children and Social Media

I don’t generally post photographs of my children on social media or other publicly visible web sites and services. I have been asked why I do not (not many times, it’s not that urgent). However, the question got me thinking about it. So here is an offering in the public domain; make of it what you will. Continue reading “My Children and Social Media”

Create a PFX certificate file using OpenSSL

I usually work with Linux-based operating systems for web development. However, my company does run a couple of Microsoft Windows(R) servers for internal financial systems. When securing connections to Windows services, it is often useful to have certificates available in PFX format.

To convert a private key, certificate, and (optionally) any trusted chains; you will need the following:

  • The private key file.
  • A PEM containing the corresponding certificate.
  • Additional trust chains to be included (may also be included in the PEM in bullet 2).
  • OpenSSL (I tested this with the Mac OS X High Sierra – LibreSSL 2.2.7).

Place all of the files in your home directory and start a terminal session. Execute the following command, replacing the file names where appropriate for the files you have prepared:

openssl pkcs12 -export -out trevweb.pfx -inkey trevweb.key -in trevweb.crt -certfile trust-chain.crt

Assuming everything executed correctly, you should now have a ‘trevweb.pfx’ file located in your home directory ready to be imported easily by Windows services. A PFX, or I think more accurately a PKCS #12, file is a binary file format that may contain multiple certificate bundles.

SMTP Service Auto-Start on Windows Server 2016

I recently installed the SMTP (Simple Mail Transfer Protocol) feature to Windows Server 2016. Everything seemed fine until I discovered that the SMTP service does not start automatically on system re-boot. Furthermore, the service is not listed under the Services management snap-in. Operating the SMTP service via the IIS Manager 6.0 manager manually works just fine.

This situation can be remedied at the command prompt using ‘sc’. i.e.

sc config smtpsvc start= auto

Note that there is a space between the parameter ‘start=’ and the value ‘auto’. This is intentional and all name/value pairs need to be separated like this.

All being well, a confirmation will be displayed:

[SC] ChangeServiceConfig SUCCESS

This does not solve the problem of the SMTP not being listed under the services management snap-in. If anyone can shed any light on that, please leave a comment.

I do know that the display name for the service is ‘Simple Mail Transfer Protocol (SMTP)’. This can be confirmed by executing:

sc getdisplayname smtpsvc

Deskspace Project

I was recently reminded of Deskspace Project this month at Staffs Web Meet-up. I love this idea and think it is worth spreading; hence this blog post.

Deskspace Project is a free-of-charge hot desk facility for new entrepreneurs. This is a great opportunity for those looking to start a new business and want a base of operations in the fledgling months; providing a modern office environment with tea, coffee and wireless Internet access.

TopCashback provides this facility and, amongst other things, sponsors the excellent Staffs Web Meet-up (which I try not to miss).

SSLing All of My Things

I have been thinking about activating HTTPS/SSL on all my web things for a while now. I was procrastinating for two reasons; avoiding expenditure and not wanting to mess about with configurations.

Enter Let’s Encrypt and the emergence of widely available and free SSL/TLS certificates. I tend to use Apache on Ubuntu/Debian and often use Plesk for managing some small virtual private servers. Let’s Encrypt provides easy and simple means for a person like me to automatically install SSL certificates; there’s even a Plesk plugin.

My ISP, OVH, has even taken the trouble to support Let’s Encrypt as a sponsor and enable SSL hosting, free of charge, with all of their hosting packages. I think this is a great move.

So, with my reasons for procrastinating gone, it’s about time I get to work! I’ve started with this blog and I hope you’re viewing this post securely!

Merry Christmas 2016!

It has been a while since I last posted. I’m sure you’ll all be glad to know that I’m still alive and bothering people.

In the Brexit spirit, I wanted to tell everyone that Christmas means Christmas! I’m committed to making it work for everyone. I’ll let you know my Christmas plans by late March; they might be coloured.

Seriously though, I’ll be out of my hole again soon. The three or four of you that have missed my posts were very kind to let me know!

Code Club at Bentilee Library

I’m co-running a new Code Club at Bentilee Library with Samuel Freeman. It is the first Code Club to run in a Stoke-on-Trent library. It has run for three weeks and it has been excellent. The kids have been learning to program games using Scratch. The Sentinel stopped by last week to see what was going on and wrote a great article.

Samuel Freeman setting up the Library systems for Code Club
Samuel Freeman setting up Bentilee Library systems for Code Club.