set email outlook using tls

Guest Blog Post by Shanna Mi:

How To Securely Setup TLS Encryption for Outlook Email Clients On Dynamic Hosting


Setting up email in Outlook, Thunderbird and other email clients on your own PC has always been a bit of a pain. Nowadays, with so many people using big-name webmail services like Gmail, those using email straight from their own desktop find themselves increasingly in the minority. However, most businesses still use their own email clients, typically Outlook. Almost all of our web design clients here at Wild Mice Studio ask us how to set up their email accounts in Outlook, so i’ve written up some instructions below.

These notes apply specifically to Canadian Web Hosting with Dynamic Hosting and are intended for a Plesk control panel where the default mail server is Postfix. We are going to set up outbound email using SMTP over TLS, because the encrypted TLS protocol is more secure than plain old SMTP auth.

So let’s get started…

All of the screenshots below are from Outlook 2007. For more recent versions of Outlook things may not be found in the same places, but the functionality remains essentially the same.

Outlook Account Settings

Above: New account setup in Outlook 2007 is accessed from the top menu bar under Tools > Account Settings. In more recent versions this has moved.

Outlook New Account

Above: To create a new email account, click on New.

Outlook Choose E-mail Service

Above: You will then get another panel where all you need to do is accept the default by clicking Next.

Outlook Auto Account Setup

Above: Next we will start filling in the account details. We don’t want to use the automated setup because we are using TLS, so check the box at the bottom of the panel to configure the account manually.

Outlook Choose E-mail Service

Above: Then on the next panel just accept the default by clicking Next. These instructions are not for those using Microsoft Exchange, although they may work. If your office uses Microsoft Exchange, select that instead of the default.

Outlook Internet E-mail Settings

Above: Now we get to the account settings.

  • Enter your name and email address.
  • If you plan on keeping read email in your inbox, you may wish to select IMAP, otherwise POP3 should be fine, which will mean that emails get deleted after they are fetched by Outlook.
  • On Dynamic Hosting the incoming and outgoing servers will always be the same and will be in the form of
  • The logon username should be the full email address, for example (This may be different for other hosting companies.)
  • Enter your password and check the “remember password” box.

Now click the More Settings button.

Outlook Outgoing Server

Above: This will bring up another small panel with tabs where we’ll set up TLS. Under the Outgoing Server tab check the box to require authentication.

Outlook Internet E-maili Settings Advanced

Above: Under the Advanced tab select TLS for the SMTP server and enter port 587. Then click OK and you’ll be returned to the main account details panel.

Outlook Internet E-mail Settings

Above: This time you want to click the Test Account Settings button, and you get another little popup for that.

Outlook Use TLS Certificate

Above: If you’ve done everything right you should get a successful test of incoming mail, followed by a prompt to accept the TLS certificate from the outbound SMTP server. Click Yes.

Outlook Test Account Settings

Above: If all is good, you will then get a successful test of sending email. Now just close the popup. You are done!

Outlook Add New E-mail Account Done


You’re doing great. Now let’s see if it works in real life.

Outlook E-mail Select AccountGo into Outlook and send yourself an email from the account you just set up. If you have more than one account, you’ll need to select the new one that you just created – from a little dropdown in the editing window (in 2007 it’s at the top left).

Send the email from yourself to yourself at the new address, then wait until Outlook checks mail and you should get the test mail back. If you got it you are probably now smiling.

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