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How To Install Let's Encrypt in Windows Server 2022

This document provides a step-by-step guide on how to install Let’s Encrypt SSL certificates on Windows Server 2022, emphasizing the importance of SSL for security and SEO. It outlines prerequisites, including having a dedicated server, administrative access, and a domain name, followed by detailed instructions on installing IIS, creating a test site, downloading the win-acme client, and generating the SSL certificate. The tutorial concludes by confirming the successful installation of the SSL certificate and its automatic renewal feature.

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Michael Herchenroder
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15 views15 pages

How To Install Let's Encrypt in Windows Server 2022

This document provides a step-by-step guide on how to install Let’s Encrypt SSL certificates on Windows Server 2022, emphasizing the importance of SSL for security and SEO. It outlines prerequisites, including having a dedicated server, administrative access, and a domain name, followed by detailed instructions on installing IIS, creating a test site, downloading the win-acme client, and generating the SSL certificate. The tutorial concludes by confirming the successful installation of the SSL certificate and its automatic renewal feature.

Uploaded by

Michael Herchenroder
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd
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4/19/24, 2:57 PM How to Install Let’s Encrypt in Windows Server 2022

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How to Install Let’s Encrypt in Windows Server 2022

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How to Install Let’s Encrypt in


Windows Server 2022
Arvind Singh
Hosting Expert 4 min read

May 22, 2023 2:46 PM

SSL certificates on any website serve two major purposes. One is to


ensure the security of the connection established between the client
and the server. Another is to improve the SEO score of the website.
Having an SSL gives your website an upper hand over the others as
search engines prefer websites with SSL over the ones without it.
Let’s Encrypt can prove to be the best companion of your website in
providing this as its certificates are recognized as trusted certificates
by all major web browsers.

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In this article, we’ll be guiding you through the process of generating


Let’s Encrypt certificates on your Windows Server 2022.

Before diving straight into the process make sure that you have the
following prerequisites:

1. You’ll obviously need to have a dedicated server or a cloud VPS


with Windows Server 2022 installed.

2. Make sure that you’re logging in as an administrative user via


Remote desktop protocol.

3. One more thing you’ll need is a domain name that is pointed


towards your dedicated server or cloud VPS, whatever you’re
using, and you’re all set to go.

Install IIS (if you don’t have it already)

1. Open your Start Menu and search for Server Manager.

2. In Server Manager, you’ll see Add roles and features in the


dashboard. Click on it.

3. A new window will open. Click on the Next button to move forward.

4. The next page will ask you to choose between the two types of
installation types. Click on Role-based or feature-based
installation and then click on the Next button.

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5. The next page is Server selection. Click on Select a server from the
server pool. You’ll see a Server Pool list. Select your server from it
and click on the Next button.

6. From the list of Roles select Web Server (IIS). A pop-up window will
appear. Click on the Add Features button without changing
anything. Click on Next.

7. Don’t make any changes on the next page also and click on the Next
button.

8. The next page is Web Server Role (IIS). Click on Next and on the
next page leave everything as it is. Click on the Next button.

9. This is the confirmation page. You can review all your selections
here and then click on the Install button. This will start the
installation.

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After this, open a web browser and enter your domain name. You
should see something like the following screenshot. This is the default
IIS page.

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Create a test site using HTML

Go to file explorer and navigate to C:\inetpub. Create a new folder and


give it the name of your domain. Create a new file here. Name it
index.html. Open it with notepad and enter the following code in it.

1.
<!DOCTYPE html>
2.
3. <html>
4.
5. <head>
6.
7. <title>HostAdvice Test</title>
8.
9. </head>
10.
11. <body>
12.
13. <h1>Testing is fun</h1>
14.
15. <p> HostAdvice Test</p>
16.
17. </body>
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4/19/24, 2:57 PM How to Install Let’s Encrypt in Windows Server 2022
18.
19. </html>

Add the test site to IIS

1. Go to the search menu and enter IIS.

2. Open the IIS manager. Under connection on the left panel, click on
Host and then Sites.

3. Under sections in the right panel, click on the Add Website.

A new pop-up window will open up. Fill in a name in the box under Site
Name. The Application pool is supposed to be the same as the Site
Name. Under Physical path put the path of the file index.html. Put your
website’s address under Hostname and leave everything else as
default. Make sure the Start Website immediately checkbox is
checked. Click on the OK button.

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Open a web browser and visit your website again by entering the
domain name. You’ll no longer see the IIS welcome page. Instead,
you’ll see the website you created using HTML.

Download a client to generate Let’s Encrypt certificates

The internet is filled with a host of clients to generate Let’s Encrypt


certificates and it is up to you to choose the right fit for you. However,

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for this tutorial, we’ll be using the win-acme client because of its
simple interface and highly developed command-line application. A
pro of this client is that it also automatically renews the certificates
for you. Follow the following steps to download the client.

1. Go to the Github page of win-acme.

2. Scroll down a little, you’ll see the assets section. Find the zip file
with the name win-acme.v2.x.x.x.zip

3. Extract the application after downloading.

Generating the certificates, finally!

Find wacs.exe from the folder you downloaded and run it. As it is an
application downloaded from the internet, you might get a warning
pop-up from Windows Defender. But it is completely safe to run this
application as it is open source. Go ahead and click on Run Anyway,
under More info.

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1. In the application, you’ll be given a couple of options and then asked


to choose one of them. Press the N key to choose the Create a new
certificate option.

2. Then you’ll be asked to select the kind of certificate you want to


create. Press 1 as we want to choose the Single binding of an IIS
site.

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3. You’ll be asked to choose the website you want to generate the


certificate for. Choose the test website we created.

4. You’ll now be asked to enter your email address and then agree
with the terms and conditions.

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Yayy!! You have successfully generated an SSL certificate for your


website. Not just this, the application will also renew the certificate
whenever it’s due.

Open a web browser and try accessing your website using HTTPS.
You’ll also see the Connection is secure dialogue box with the
certificate section saying it’s valid.

SSL certificates are kind of a must-have now and Let’s Encrypt lets
you generate one for yourself easily, as demonstrated in the tutorial
above. We hope to have helped you with generating an SSL certificate
and securing the connection between the user and the server.

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4/19/24, 2:57 PM How to Install Let’s Encrypt in Windows Server 2022

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