Essential Insights on Windows Server 2025

Essential Insights on Windows Server 2025

  1. Free Windows Server 2025 Security Advice Book read here and download here
  2. Windows Server 2025 is Certified on VMware vSphere
  3. Windows Server 2025 known issues and notifications
  4. New & Updated Security Tools
  5. Windows Server 2022 to 2025: Active Directory Upgrade Guide

My Favorites Visual Studio Code Plugins

When i begon with scripting using PowerShell ISE for Coding.

PowerShell ISE and Visual Studio Code are free coding tools from Microsoft.

But when Visual Studio Code was released back in 2015 i was switching to that. Powershell ISE i still use on a daily base for some basic tasks.

But with de Extenions list for Visual Studio Code getting better and better scripting is much faster and without errors and easyer to read.

The list with favo extensions is getting bigger en bigger.
Which makes my live a little easyer and helpfull.

So the list of my Favorites:
Prettier – Code Formatter
TODO Highlight
Code Spell Checker
Dutch – Code Spell Checker
Code Snap
Error Lens
Hashicorp HCL
HashiCorp Terraform

Because AI is hot I ám currently testing the following plugins
ChatGPT
GitHub CoPilot
GitHub CoPilot Chat

Using the ChatGPT/CoPilot plugins makes scripting even faster

Updated ouut-of-band (OOB) updates are released for March 2024 for Windows Server Domain Controllers

Microsoft has identified an issue that affects Windows Server domain controllers (DCs), and has expedited a resolution that can be applied to affected devices. Out-of-band (OOB) updates have been released for some versions of Windows today, March 22, 2024, to addresses this issue related to a memory leak in the Local Security Authority Subsystem Service (LSASS). This occurs when on-premises and cloud-based Active Directory domain controllers service Kerberos authentication requests.

This issue is not expected to impact Home users, as it is only observed in some versions of Windows Server. Domain controllers are not commonly used in personal and home devices.

Updates are available on the Microsoft Update Catalog only. These are cumulative updates, so you do not need to apply any previous update before installing them, and they supersede all previous updates for affected versions. If your organization uses the affected server platforms as DCs and you haven’t deployed the March 2024 security updated yet, we recommend you apply this OOB update instead. For more information and instructions on how to install this update on your device, consult the below resources for your version of Windows:

  • Windows Server 2022KB5037422
  • Windows Server 2019: Available soon
  • Windows Server 2016KB5037423
  • Windows Server 2012 R2KB5037426

Note: The OOB release for Windows Server 2019 will be released in near term.

Windows Server 2025 “Preview” deployment with Packer

As Windows Server 2025 Preview is officially released, I wanted to test a  automated build of the Windows Server 2025 Preview release. So that I can deploy this in my home lab and going to test the new features if I can find the time….

About Hashicorp Packer

Hashicorp Packer is a self-contained executable producing quick and easy operating system builds across multiple platforms. Using Packer and a couple of HCL2 files, you can quickly create fully automated template(s) with latest Windows Updates en VMware Tools. When you schedule a fresh builds after patch Tuesday  you have always an up-to-date and fully secured template.

When using VMware customization tools. You can spin up vm’s in minutes.

Automated Windows Server 2025 “Preview” Build

Files you need?
The files and versions I am using at the time of this writing are as follows:

Outside of downloading both Packer and Windows Server 2022 Preview build, you will need the following files:

  • windowsserver2025.auto.pkrvars.hcl – houses the variable values you want to define.
  • windows2025.json.pkr.hcl – the Packer build file
  • Answer file – Generated with Windows System Image Manager (SIM) you can download the file below
  • Custom script file(s) – optional

Other considerations and tasks you will need to complete:

  • Copy the Windows Server 2025 ISO file to a vSphere datastore

Windows Server 2025 unattend Answer file for the automated Packer Build

Like other automated approaches to installing Windows Server, the automated Windows Server 2025 Packer build requires an answer file to provide answers to the GUI automatically and other installation prompts that you normally see in a manual installation of Windows Server.

You will find the scripts here: https://github.com/WardVissers/Packer-Win2025

The only problem that I had was: Switching from Nic from Public to Private

# Set network connections profile to Private mode.

Write-Output ‘Setting the network connection profiles to Private…’

do {

    $connectionProfile = Get-NetConnectionProfile

    Start-Sleep -Seconds 10

} while ($connectionProfile.Name -eq ‘Identifying…’)

Set-NetConnectionProfile -Name $connectionProfile.Name -NetworkCategory Private

Windows Server 2025 Preview (Build: Canary 26052)

I had some time to check out the new version of Server 2025.

For the full upcomming features check: https://ignite.microsoft.com/en-US/sessions/f3901190-1154-45e3-9726-d2498c26c2c9?source=sessions

Download Server 2025 Preview: https://www.microsoft.com/en-us/software-download/windowsinsiderpreviewserver

Server 2025 will come with a lot of features (My Top 20+):

  • General – Server 2022 upgrade to .vNext (Controled bij GPO)
  • Hot Patching (Arc Enabled, Monthly Subscription)
  • Active Directory – 32k page
  • Active Directory – Numa
  • Active Directory – LDAP TLS 1.3
  • Active Directory – Improved Security for Confidential Attributes
  • Active Directory – Active Directory LDAP prefers Encryption bij Default
  • Active Directory – Kerberos Support for AES/SHA256/384
  • Active Directory – Changes to Default behavior of legacy SAM RPC Spassword change methods
  • Active Directory – Kerberos en KPINT Support cryptographic agility
  • Active Directory – New AD Forest en Domein Level (Minimal Server 2016 requirement)
  • Storage – NVME 70%/90% peformance increase
  • File Server – SMB over Internet (Quick Protocol)
  • File Server – More Control over SLTM
  • File Server – SMB Limitor (Enabeld bij Default)
  • File Server – Signing by Default
  • File Server – Minimum version SMB
  • File Server – More Secure Bij Default (Netbios disabled bij default)
  • RDS – M365 Apps stil supported for every Windows Server release 2-3 years
  • Finance – General support and Pay-as-you-go Support

Need to find some time to dig in

Handy link: https://techcommunity.microsoft.com/t5/windows-server-insiders/announcing-windows-server-preview-build-26040/m-p/4040858

Deploy Windows Core Server 2022 with Server Core App Compatibility Feature on Demand with Packer

I while ago I started with parker to create simple templates for use in my homelab.

It take some time to find the rights scripts and learning en understanding the HCL2 coding

But in related to Security reasons I want to use a Windows Core Server the smaller footprint.

What is Server Core App Compatibility Feature on Demand: https://learn.microsoft.com/en-us/windows-server/get-started/server-core-app-compatibility-feature-on-demand

Installing Features on Demand through Powerschell contains a bug. You may see “failure to download files”, “cannot download”, or errors like “0x800F0954” or file not found.

To Solve that I created I powerschell script to run the install twice: featuresondemand.ps1

You can find al the needed files on my Public Github Packer repository: https://github.com/WardVissers/Packer-Public

When running is showing like this:

A blue screen with white squares

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It works for now, but there is one thing that would the hole thing a quiet nicer.
Passwords encrypted in a separate file.

Enable Virtualization-based Security on a Virtual Machine on Nested ESXi Server in VMware Workstation

First Step Shutdown ESXi Server enable Encryption
Graphical user interface, application

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Second Add vTPM

Graphical user interface, application, Word

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Boot ESXi Server(s)

Configure Key Providers (Add Native Key Provider)

Graphical user interface, text, application, website

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Now you can add vTPM to you VM
Don’t forget to enable VBS

Graphical user interface, application

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Create GPO SRV 2022 – Virtualization Based Security and I did Apply only to my Server 2022 Lab Environment
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System Information on my Server 2022 Lab Server
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Virtual Machine with Windows Server 2022 with KB5022842 (Feb 2023) installed and configured with secure boot will not boot up on vSphere 7 unless updated to 7.0u3k (vSphere 8 not affected)

Virtual Machine with Windows Server 2022 with KB5022842 (Feb 2023) installed en configured with secure boot enabled will not boot up on vSphere 7 unless updated to 7.0u3k (vSphere 8 not affected)

VMware Seciroty Violation message

In VM vmware.log, there is ‘Image DENIED’ info like the below:
2023-02-15T05:34:31.379Z In(05) vcpu-0 – SECUREBOOT: Signature: 0 in db, 0 in dbx, 1 unrecognized, 0 unsupported alg.
2023-02-15T05:34:31.379Z In(05) vcpu-0 – Hash: 0 in db, 0 in dbx.
2023-02-15T05:34:31.379Z In(05) vcpu-0 – SECUREBOOT: Image DENIED.

To identify the location of vmware.log files:

  1. Establish an SSH session to your host. For ESXi hosts
  2. Log in to the ESXi Host CLI using root account.
  3. To list the locations of the configuration files for the virtual machines registered on the host, run the below command:

#vim-cmd vmsvc/getallvms | grep -i “VM_Name

  1. The vmware.log file is located in virtual machine folder along with the vmx file.
  2. Record the location of the .vmx configuration file for the virtual machine you are troubleshooting. For example:

/vmfs/volumes/xxxxxxxx-xxxxxxx-c1d2-111122223333/vm1/vm1.vmx
/vmfs/volumes/xxxxxxxx-xxxxxxx-c1d2-111122223333/vm1/vmware.log

Resolution

This issue is resolved in VMware ESXi 7.0 U3k, released on February 21st 2023. Build 21313628
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Notes:

  • Virtual machines running on any version of vSphere ESXi 8.0.x are not impacted by this issue
  • vSphere ESXi 6.7 is End of general Support. For more information, see The End of General Support for vSphere 6.5 and vSphere 6.7 is October 15, 2022.
  • If you already face the issue, after patching the host to ESXi 7.0 Update 3k, just power on the affected Windows Server 2022 VMs. After you patch a host to ESXi 7.0 Update 3k, you can migrate a running Windows Server 2022 VM from a host of version earlier than ESXi 7.0 Update 3k, install KB5022842, and the VM boots properly without any additional steps required.

Windows Server Hybrid Administrator Associate certification

Microsoft announced the addition of the Windows Server Hybrid Administrator Associate certification to our portfolio, to be released in early December 2021. This new certification validates the skills of administrators working in hybrid environments.

Administrators in this role support their teams and organizations using Windows Server—both in the cloud and on-premises/

The Windows Server Hybrid Administrator Associate certification

You’ll need to pass two exams to earn this certification. These exams, Exam AZ-800 (beta): Administering Windows Server Hybrid Core Infrastructure and Exam AZ-801 (beta): Configuring Windows Server Hybrid Advanced Services, will be available in early December 2021.

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