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cgtechuk

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Wildcard SSL Certificate Issues (Certificates for an SSL Novice)

Hi All got a bit of an issue (Or confusion) with Wildcard SSL Certs

I support a Medium Size business with the following infrastructure

- Windows 2012 Domain
- Windows Desktop Clients
- VMWare VCenter
- VMWare esxI hosts x 2
- Centos 7 Linux Hosts x 3
- Veeam Backup Server
- HP ILO Servers x 2

They all sit behind a PFSense Server / Router Appliance.
All machines and devices are authenticated and are members of the windows domain

The problem comes with the Wildcard certificate

I want to be able to install the same certificate on all hosts, be it

Windows servers,
HP ILO appliances
Linux Python Apps
IIS,
VMWare Esxi
VCenter etc

I purchased the wildcard certificate from ssl2buy.com who have a CSR entry point where I paste in the certificate request and it spits out a PKCS and X509 to be used on hosts.

My question is which machine should I do the CSR from? The domain controller? My idea was that I could use that cert on the DC and then have all the other clients request the wildcard certificate from it but I am not sure that is how it works. It needs to be able to be installed used on a multiple of different O/S applications for Web authentication, Trusted Site Authentication etc.

I am at a loss, if I generate a certificate for the domain controller it certifies fine within the network but not outside, A lot of the servers on my network serve applications to the outside world which is why I bought a wildcard certificate, The certificates for other servers e.g linux look for server.crt and server.key and other O/S want  diff certificate formats. All help greatly appreciated as I know a lot of things but with SSL I seem to be out my depth lol.
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kevinhsieh
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It may be easiest to generate the CSR from Linux,  and then convert the certificate into the format required for Windows. I don't know if everything will allow you to import a certificate,  such as ILO might not.

See this for more information and syntax on converting certificates.
https://www.sslshopper.com/ssl-converter.html
SOLUTION
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Jian An Lim
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