Windows Server Generate Csr
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Generate Csr Windows 2016

Jul 21, 2016 I found a bunch of articles but none really convinced me on the right way to do this, some for old versions others from other operating systems. How can i create a CSR for 'monitoring.domain.com' from a Windows 10 installation with the latest PRTG? It will run on port 4343 not on 443. Csr prtg ssl ssl-certificate. Sep 13, 2016 As we are doing this the easy way we are not going to generate a key rather we are going to let ZeroSSL generate one for us. We are also going to let ZeroSSL create a CSR.

Some of you may have seen me posting various comments on Let's Encrypt and to be honest I do have a little man crush on this initiative. PKI has a huge impact on the web of trust and Let's Encrypt is an initiative I believe will change and hopefully break the SSL Certificate monopoly (top 10 Public Certificate Authorities).

3 Key reasons why I am really excited about Let's Encrypt

It's Free

It's Automatable

It's Transparent

The stats (available at https://letsencrypt.org/stats/) also suggest that we are on to a winner. Below is an info graphic to illustrate the point.

4 key areas where Let's Encrypt can help in real life:

'Lesser Priority Domains' - getting budget for SSL certificates can be a nightmare so Let's Encrypt provides a quick way of getting trusted certificates freely.
Changes - changes can occur rapidly. For example a DNS name may be re-purposed or a host might have been changed in production. Issuing a new certificate (knowing the vendor protocols) may be a long process.
Learning about PKI and SSL certificates. Let's Encrypt is an invaluable tool for teaching security experts about the web of trust. There are also a couple of other functions such as OCSP and Certificate Transparency which we can learn about.
As a CA, it's trusted by most modern desktop browsers (I have tested the latest versions at the time of writing of Internet Explorer, Firefox and Chrome)

Why Microsoft IIS?

There are quite a few client implementations for ACME (the protocol which enables the automation for Let's Encrypt). A list can be found here: https://letsencrypt.org/docs/client-options/
Open source Web Servers such as NGINX and Apache are fairly well covered while IIS is not.
IIS is still relevant! Info-graphic of the number of IIS sites is below.
There are a couple of good libraries however they do make some assumptions which if you are not aware of can trip you up.

Current State of Play:

We have a website which currently is being protected using a self signed certificate. This creates two challenges; browsers don't trust the site and this is not a good look. Anyone looking at the self signed certificate can deduce the hostname which is not ideal (this is internal information the public web doesn't need to know).

Tools we are going to need:

PowerShell
OpenSSL (I am using an older version but you should use the latest)
www.zerossl.com (a browser based ACME client).

Part 1: Establish an Identity and Create a CSR with ZeroSSL

In order to use Let's Encrypt we need to register an identity. The identity has two components; an email address which is optional but recommended for expiration notices etc and a RSA key for encryption and validation of commands. The RSA key is linked to ALL Lets Encrypt Activities (such as running requests, revocations and listing current certificates. This is a very important key!

As we are doing this the easy way we are not going to generate a key rather we are going to let ZeroSSL generate one for us. We are also going to let ZeroSSL create a CSR for us as well.

Click Next Twice and You Should Get a Screen that looks like this.

Click the Copy button for both the RSA key and the CSR and paste them into files on your local drive (you will need the key for other certificates and the CSR is useful if you need to reissue the certificate or if you have to run through the steps again). I have created a folder called lets LETSENCRYPT for this demonstration to store the information.

Lets have a quick look at both of these with OpenSSL to verify they are correct but also for learning.

Windows Server Generate Csr

openssl version (tells us OpenSSL is installed and is available via PATH)

openssl rsa -in <location of key> -noout -text

openssl req -text -noout -verify -in <location of csr>

Part 2: Domain Verification via HTTP ZeroSSL side

We are going to use HTTP verification. This is often the easiest way as if you have access to the web server you can perform this without too much hassle.

Click Next and you should see a screen like this.

The screen tells us that we need to do3 things.

Create a folder structure from the webroot in the format of webroot/.well-known/acme-challenge/
Create a file with the name in the file area.
Place Content into that file which is a string generated as part of the certificate request process.

NOTE:

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The file name and content will vary between requests
The folder structure will remain the same (.well-known/acme-challenge/)
The file has no extension (more about why this can be a challenge later)

Part 3: Domain Verification via HTTP Windows Server Side

I am going to assume that you know how to find the web root folder from IIS sites. If not google is your friend.

Open PowerShell in the web root folder and type the items below. The reason I am using PowerShell is that the . in the .well-known causes issues if you try create a folder from within Windows Explorer. Creating a file with no extension is also problematic from within Windows Explorer. Empire total war product key generator free.

mkdir .well-known/acme-challenge/

Oct 09, 2019 Generating Private Keys. Ed25519 isn't listed here because OpenSSL's command line utilities do not support Ed25519 keys yet. The key will use the named curve form, i.e. The only correct form, which unfortunately isn't the default form in all versions of OpenSSL. Sep 11, 2018 You apply by generating a CSR with a key pair on your server that would, ideally, hold the SSL certificate. The CSR contains crucial organization details which the CA verifies. Generate a CSR and key pair locally on your server. The key pair consists of a public and private key. Generate key with openssl. Generating the Private Key - Linux 1. Open the Terminal. Navigate to the folder with the ListManager directory. Type the following: openssl genrsa -out rsa.private 1024 4. The private key is generated and saved in a file named 'rsa.private' located in the same folder. Generating the Public Key - Linux 1. Open the Terminal. Generating a private key and self-signed certificate can be accomplished in a few simple steps using OpenSSL. We provide here detailed instructions on how to create a private key and self-signed certificate

Easy Way To Generate Key And Csr Windows