Purpose

The purpose of this article is to instruct the admin how to configure the ENow webserver to use HTTPS. HTTPS may be used exclusively, or as an addition to HTTP.

Prerequisites

The ENow webserver should have a Certificate installed. A Certificate may be purchased from an outside vendor, or created internally depending on the protocols and requirements of your company network.

If you have purchased a certificate from an outside vendor, follow their instructions for installing the certificate. To create a self-signed certificate, please follow the steps as in the article below.

https://community.sophos.com/support-portal/f/recommended-reads/129009/how-to-create-a-self-signed-ssl-certificate-with-windows-server#How-to-Bind-the-Self-Signed-Certificate

Procedure

On the ENow webserver, open the IIS Manager, expand sites, and select the Mailscape site.
In the right pane under Actions, click Bindings.
Click Add
From the drop down choose HTTPS then choose the newly installed certificate and click OK.
Verify HTTPS/443 now show on the bindings list and click Close

With the Mailscape site still selected, in the middle pane under IIS double click on SSL Settings.
Check the box to Require SSL, set Client certificates “Ignore” then click Apply.
With the Mailscape site still selected, under Management, double click the Configuration Editor.
Click the dropdown from the top of the window and expand system.webServer then double click serverRuntime
Change uploadReadAheadSize to 2147483647 and click Apply
This completes the configuration. The webserver will now be available through HTTPS. In order to cause the clients to communicate with the ENow webserver through HTTPS, please continue with the steps below.
On each webserver or Domain Controller, navigate to the path below (replacing C with the drive you have installed on if not the default.
C:\Program Files (x86)\ENow\Mailscape Agent
Right click the "MailscapeAgent.config file, and open with Notepad. Scroll down 3/4 of the way until you see the URL of the ENow webserver. It should look like this.
http://WebServer.com:20080/MailscapeWeb
Change the line to read as your new HTTPS URL as below
https://WebServer.com/MailscapeWeb
Save the file. If you cannot save to this location save the file to the desktop or similar location, and copy and paste it to the location of the original file.
Open the ENow One Look Dashboard and make sure the first Exchange Server or Domain Controller configured is checking in and the dashboard lights are green.
Repeat this procedure as needed to configure additional clients.