09.04.2020

Vmware Server Failed To Generate Ssl Keys

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  1. ESX Server, VMware Server, and GSX Server host certificate—Default, self‐signed certificates are created automatically during the installation process. These certificates are valid and do not need to be replaced.
  2. Aug 11, 2014  Create VMware SSL Web Certificate August 11, 2014 1 By Eric Shanks In order to replace our VMware SSL Certifactes, we need to create a web certificate template that we can then reuse to deploy all of the individual service certificates like vCenter, SSO.
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  1. Generate Ssl Client Certificate
  2. Vmware Server Failed To Generate Ssl Keys Download

You can replace the default VMCA-signed ESXi certificates from the ESXi Shell.

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  • If you want to use third-party CA-signed certificates, generate the certificate request, send it to the certificate authority, and store the certificates on each ESXi host.

  • If necessary, enable the ESXi Shell or enable SSH traffic from the vSphere Web Client. See the vSphere Security publication for information on enabling access to the ESXi Shell.

  • All file transfers and other communications occur over a secure HTTPS session. The user who is used to authenticate the session must have the privilege Host > Config > AdvancedConfig on the host. See the vSphere Security publication for information on assigning privileges through roles.

Procedure

  1. Log in to the ESXi Shell, either directly from the DCUI or from an SSH client, as a user with administrator privileges.
  2. In the directory /etc/vmware/ssl, rename the existing certificates using the following commands.
  3. Copy the certificates that you want to use to /etc/vmware/ssl.
  4. Rename the new certificate and key to rui.crt and rui.key.
  5. Restart the host after you install the new certificate.

    Alternatively, you can put the host into maintenance mode, install the new certificate, use the Direct Console User Interface (DCUI) to restart the management agents, and set the host to exit maintenance mode.

Update the vCenter Server TRUSTED_ROOTS store. See Update the vCenter Server TRUSTED_ROOTS Store (Custom Certificates).

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VMware server is the dynamic product which can create virtual machines and it runs on Windows OS and Linux. In this article, we will see how to install SSL certificate on VMware Server.

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Obtain the SSL certificate

There are two ways of obtaining the SSL certificate: Creating a self-signed and another is purchasing the Certificate from trusted third-party vendor (Certificate Authority).

Among these, the Self-Signed Certificate is not recommended as it cannot protect your server from being eavesdropped by intruders.

Purchase an SSL certificate from the Certificate Authority (CA). Some of world famous Certificate Authorities are Symantec, GeoTrust, RapidSSL, Comodo, GlobalSign, AlphaSSL, and Thawte.

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Choosing the appropriate certificate

Generate Ssl Client Certificate

Varieties of certificates are issued by the CAs for different security needs. SSL certificates can be categorized mainly into three categories:

  • Single Server Name Certificate: This will secure and confirm the identity of a single server for e.g.: www.test.com. For those using single View Connection Server instance or those providing access to users to View Environment with a single URL, this type of certificate should be appropriate.
  • Subject Alternative Names (SAN): SAN certificates will be useful to those who need to secure more than one server names along with the single certificate. For e.g.: www.test.com can be used for www.test-first.com
  • Wildcard SSL certificates: Wildcard SSL certificates are named so because they add a wildcard character “*” before the name of the domain/server. Wildcard certificate will secure multiple servers. Also new additions to can be secured with the Wildcard certificate. For example, a certificate for, *.abc.com will secure test.abc.com.

Creating a Certificate Signing Request (CSR)

In order to get an SSL certificate issued, you will need to generate a config file and a CSR from the config file and send it to the CA. When the CA sends the certificate, you need to import the signed SSL certificate and store it into View Server host where the private key is stored.

There are multiple ways of generating the CSR depending on the generation of the certificate.

For Windows Server 2008 R2, Microsoft certreq is the tool used for generating the CSR and importing a signed certificate.

  1. Create a Certificate Signing Request Config fileThe Microsoft certreq tool will use a config file in order to create a CSR. Following is the process of creating a CSR config file; Paste the following code in a text editor along with the beginning and ending tags:
  2. Change the attributes of the subject with relevant values for the View Server and deployment. Some of the CAs may restrict the use of the abbreviations for the ‘State’ attribute.
  3. Updating the key length attribute. This step is optional.Normally the value of the key length is 2048 until and unless you have special requirements. The larger the key, the more is the security but also, can downgrade the performance.
  4. Name the file as request.inf and save it.

Requesting the signed Certificate

With the help of config file, generate the CSR with the certreq tool. Send this as a request to a third party CA.

Process:

  1. First of all, open a command prompt in the Start menu and choose Run as administrator.
  2. Go to the directory where the request.inf file is saved.
  3. Create the CSR file. For e.g.: certreq –new request.inf certreq.txt
  4. From text editor open the CSR file and copy all the contents, including the beginning and end tags. Something like:
  1. Now use the contents of the CSR file for certificate request made to the CA by complying the enrollment procedure. After some verification process, CA will sign the request and will send an encrypted private key along with the certificate.
  1. Save the certificate in a text file with the name of cert.cer on the View server.
  2. CA will send root and intermediate CA certificates. Save the root CA certificate with the name of root.cer and intermediate CA certificates with intermediate.cer.

Importing the Certificate

You can use the certreq tool as well as some other method to import the certificate.

While using the certreq tool, the private key is local because it is on the server on which the CSR was generated.

If you want to use another method, then you can use the Microsoft Management Console (MMC) Snap-in in order to import the certificates.

Process:

  1. Go to the command prompt and choose Run as administrator.
  2. Go to the directory where the cert.cer file is saved.
  3. Run the certreq-accept commands to import the certificate.

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After this, you are ready to use the certificate on your server.

Integrating the imported certificate for the View Server

After importing following steps should be taken to integrate the SSL certificate on View Server:

  1. Cross check the imported certificate.
  2. Name the certificate as vdm.
  3. Root and intermediate CA certificates need to be installed.
  4. View Connection Server Service, secure server service or View Composer service needs to be restarted to let the View Service use SSL certificates.

Converting the Certificate File

If the private key and obtained certificate are in PEM or any other format, you will be required to convert it into PKCS#12 (PFX) format.

Helpful Resource:

  • If you do not have OpenSSL, you will need to install it. For installing OpenSSL, you can download it from the OpenSSL official website.
  • Once SSL certificate installation process has been completed, you should use our SSL checker tool to find out configuration issues.