Install and Configure the Email Server in Windows Server 2003

Introduction

This tutorial will help you to install and set up a few email accounts, by using the built-in POP3
Service in Windows Server 2003. I will assume you have basic knowledge about the Windows
Server family and Mail Servers, but I have tried to make this tutorial as easily comprehensible as
possible. The tutorial has been tested on Windows Server 2003 Enterprise Edition but should
also work on Windows Server 2003 Standard Edition. I will not cover MX records and other
similar things in this release.

To follow this tutorial you need a standalone server. You can of course use a Domain
Controller, but that assumes you understand when to not follow the tutorial and use other settings
(i.e. authentication method).

Install the Email Server

You can install the Email Server by using Add or Remove Windows Components or Manage
Your Server. In this tutorial we will use the latter, because it's the quickest way to get this up and
running. Manage Your Server is a bit easier to use too, because it will prompt you for the domain
you want to use during setup. That will not Add or Remove Windows Components do, and we
have to do everything manually.

If it's not open, start Manage Your Server by clicking Start->Programs->Administrative

Tools->Manage Your Server.

 Click on Add or remove a role.

 This will start the Configure Your Server Wizard. Read the text and make sure you have
connected all the necessary cables and all the other things it says you should do before
continuing.

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  Click Next

The wizard will now detect your network settings. This will take a while depending on how
many network connections you have

We now come to the step where we add and remove roles for our server. We will add the Mail
Server role. I also suggest that before you click Next, click Read about mail servers because this
tutorial is not a complete reference.

 Click Mail server (POP3, SMTP)

 Click Next

You will now specify the type of authentication and type the email domain name. In this tutorial
we will use Windows Authentication, and I will use my domain name, ilopia.com. You should of
course use your domain name.

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  Click Next

Next step is to confirm the options you have selected.

 Click Next

The installation will start, and will also start the Windows Components Wizard. When you get
prompted to insert your Windows Server 2003 CD-ROM into your CD-ROM drive, do so. If you
didn't get prompted to do that, you maybe already have it in the drive. Hopefully within some
minutes you get this screen:

You can now see the log, click view the next steps for this role, or click Finish. Do whatever you
feel you want to do before continuing.

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  Click Finish

You have now successfully installed the mail server, congratulations!

Configure the Email Server

So, it is no fun with a mail server installed, if we can't use it. And to use it, we have to configure
it. This section will help you configure the mail server.

 Click Start, then run, and type p3server.msc

This will open up the POP3 Service. This is where you configure and manage the POP3 part of
the mail server.

 Click on <ComputerName> in the left pane

 Click on Server Properties in the right pane

This brings up the Properties for our Mail Server.

As you can see, we have a lot of settings. We will use the standard setup in this tutorial, but I will
explain every setting we can change in case you want to change something in the future.

Authentication Method

There are three different authentication methods you can use; Local Windows Accounts, Active
Directory Integrated and Encrypted Password File. It is an important decision which method to
use, because once you have chosen, you must delete all email domains on the server to change

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method (from now on, you can migrate Encrypted File user accounts to AD, but nothing else can
be migrated).

 Local Windows Accounts

If your server is standalone (not member of an Active Directory domain), and you want to have
the user accounts on the same local computer as the POP3 service, this is the best option. By
using this option, you will use the SAM (Security Accounts Manager) for both the email user
accounts, and the user accounts on the local computer. This means that a user can use the same
user name and password to be authenticated for both the POP3 service and Windows on the local
computer. But there is a limitation, although you can host multiple domains on the server, there
must be unique user names for all domains. So, let us say you have two users named Sandra. One
working at company1.com and another one working at company2.com. Their user name used
will be [email protected] and [email protected]. But in SAM, they will both have
the same user name, sandra, so one of them must be renamed to something else (if we don't want
them to read each other's emails).

If you create the user account when you create the mail box (by using the POP3 interface), the
user will be added to the POP3 user group. Members of this group are not allowed to logon
locally. The fact that the users are added to the POP3 group does not mean that you must be a
member of this group to have a mailbox. You should however be careful adding mailboxes to
users that are not member of the POP3 group, because the password used for email can for
example be sniffed (if you are not using SPA), or someone can brute force the password and gain
access to the server.

 Active Directory Integrated

You can select this option if the server is a member of an Active Directory domain or is a
Domain Controller. By using this you will integrate the POP3 Service with you AD domain. AD
users can use their user name and password to send and receive email. Of course you have to
create mailboxes to them first. Unlike Local Windows Accounts you can use the same user name
on different domains. So [email protected] and [email protected] will have
different mailboxes. There is however one thing you should know about, that does not affect the
mailbox name and email-name, and the pre-Windows 2000 user name can be changed. Active
Directory do not support the same pre-Windows 2000 user name, and this name is usually the
same as the user name, which means that if you create a mailbox and user with the same pre-
Windows 2000 user name, it will rename the pre-Windows 2000 user name.

 Encrypted Password File

This is the option you want to select if you don't use Active Directory or don't want to create
users on the local computer. Like Active Directory Integrated you can have the same user name

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on different domains, but you cannot assign the same user name to several mailboxes within the
same domain.

This method works by creating an encrypted file stored in each user's mailbox. This file contains
the password for the user. When the user wants to check his/her email, the password that the user
supplies is encrypted and compared to the one in the file.
It is possible to migrate Encrypted File user accounts to AD user accounts.

Server Port

I strongly recommend that you use port 110 because this is the standard port for the POP3
protocol. If you change this, make sure you notify all users so they can configure their email
clients to use this other port. Also make sure you restart the POP3 service if you change this.

Logging Level

Four options to choose between. If you change this, remember that you must restart the POP3
service.

 None

Nothing is logged.

 Low

Only critical events are logged.

 Medium

Both critical and warning events are logged.

 High

Critical, warning and informational events are logged.

Root Mail Directory

If you don't want to use the default Mail Directory, you can choose another one. Make sure the
path is not more than 260 characters and you can also not store to the root of a partition (i.e. C:).
It is strongly recommended that you use a NTFS formatted partition. You can't use a mapped
drive, but the UNC name (\\servername\share) can be used. If you later change the store, and
there are still emails in one or more boxes, you must manually move the folders in which there
are emails to the new location. You must also reset the permissions on the directory by using
winpop set mailroot.

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SPA

Enable SPA if you want to have a secure communication between your email sever and email
clients. This will send both the user name and password encrypted from the client to the server,
instead of sending it in clear text. SPA supports only Local Windows Accounts and Active
Directory Integrated Authentication. It is recommended to use this. Remember to restart the
POP3 service if you change this.

Create a mailbox

The Setup Wizard created a domain to us, so we do not need to create this manually. If you did
not use Manage Your Server to install, add the domain manually be clicking the server name in
the left pane and then click New domain in the right pane. Remember to set the properties before
you add the domain.

 Click on your domain (ilopia.com in my case) in the left pane.

 Click Add Mailbox in the right pane.

This will open up the Add Mailbox window.

 Write bob in Mailbox Name

 Write bob as password (of course this is not a password you should use in a production
environment, it's too short)
 Click OK

A message will pop-up and tell you how to configure the email clients. Read this, and notice the
difference when using SPA or not.

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  Click OK

What we just did was not only creating a mailbox named bob, but we also created a user bob.
We will also create a mailbox for an existing user - ariel. To do that we simply perform the same
steps, but we uncheck Create associated user for this mailbox. Remember that the mailbox name
must be less then 21 characters (64 for Encrypted Password File and Active Directory). Periods
are allowed to use, but not as the first or last character.

So, we have now two users. Are they equally? No, bob is a member of the POP3 Users group,
which is denied to logon locally. Ariel is not member of this group, and can still logon locally
and access her mailbox.

Configure the SMTP Server

Actually, that's it! It is this simple to configure the POP3 part. But it is not yet working as we
want, we have to configure the SMTP part to be able to receive and send emails. Yes, I said
receive emails. A common mistake is to think that the POP3 server receives the emails. But that
is not true, all the POP3 is doing is 'pop' the emails out to the clients. It's the SMTP server that is
communicating with other SMTP servers and receives and sends emails.

Open Computer Management

 Expand Services and Applications, expand Internet Information Service

 Right click Default SMTP Virtual Server and click Properties
 Click the Access tab
 Click the Authentication button and make sure Anonymous Access and Integrated
Windows Authentication is enabled.
 Click the Relay button and make sure Allow all computers which successfully... is
enabled and Only the list below is selected.

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 First of all, Authentication and Relay is not the same thing. We use the Authentication button to
specify which authentications methods are allowed for users and other SMTP servers. So
enabling Anonymous here is not a security issue, in fact, it's required if we want our server to be
able to receive emails from other servers on Internet (I doubt you want to tell all administrators
of email servers on Internet how they should logon to yours). We also need Windows
Authentication so the email clients can authenticate to the server and be able to relay (send
emails).

As Relay Restrictions we selected Only the list below because we do not want to be used by
spammers to send emails. But we never specified any computers. That is valid, because we wants
our clients to always use the username and password to authenticate, no matter where they are.

If you want users to only be allowed to relay if they are on a private network, then you can
uncheck Windows Authentication as allowed authentication method, and specify the IP range for
your network in the Relay Restrictions window.

Is that all? Do we have a working email server now? Well, the answer is yes. But we still haven't
configured the email clients.

Configure the email client

We will use Outlook Express as email client.

 Start Outlook Express (any computer that is connected to the email server)
 Click Tools and then Accounts
 Click the Add button and select Mail

A wizard starts. Use the following table to complete the wizard:

Display name Bob

E-mail address bob@<your domain> ([email protected])
Incoming mail server is a POP3
Incoming mail server <your domain> (ilopia.com)
Outgoing mail server <your domain> (ilopia.com)
Account name bob@<your domain> ([email protected])
Password bob
Remember Password Checked
SPA Unchecked

Are we finished now? Well, let us try to send an email. Didn't work, did it? I'm sure you got an
error message similar to this one:

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 The message could not be sent because one of the recipients was rejected by the server. The
rejected e-mail address was '[email protected]'. Subject 'Test', Account: 'ilopia.com',
Server: 'ilopia.com', Protocol: SMTP, Server Response: '550 5.7.1 Unable to relay for
[email protected]', Port: 25, Secure (SSL): No, Server Error: 550, Error Number:
0x800CCC79

The reason why we got this is written in the error message. 'Unable to relay for <email
address>'. This means that we didn't get authenticated to the SMTP server. So, let us take a look
at the email client's settings again.

 Click Tools, then Accounts.

This will bring up this window:

 Click the correct account and then the Properties button

 Click the Servers tab
 In the Outgoing Mail Server section enable My server requires authentication.
 Click Apply, click OK, click Close
 Create a new email, and send it

And hopefully you will receive an email within some minutes (if you sent it to your own email
account).

Enable SPA

Of course we want our network as secure as possible, so we prefer to use SPA (Secure Password
Authentication). This will, as stated before, send the user name and password from the client
encrypted, instead of clear text.

 Click Start, then Run

 Type p3server.msc
 In the right pane, right click your computer's name and click Properties
 Check the box Require Secure Password Authentication...

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  Click OK
 You will be prompted to restart the Microsoft POP3 Service, click Yes

We must also change some settings for the email clients.

 Start Outlook Express

 Click Tools, click Accounts
 Click the Mail tab, click the name of your email account, click Properties
 Click the Servers tab, and click Log on using Secure Password Authentication
 Change the account name from bob@<your domain> to bob
 Click Apply, click OK

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