Hey PowerShell enthusiasts! Ever wondered how to beef up your script security? Not every system gets the luxury of a Certificate Authority (CA)? Imagine your scheduled management scripts getting messed around by that one admin who loves tinker or worse, some bad actors. Today, let's tackle that risk head-on! We're diving into the world of self-signed certificates and code signing to keep your scripts safe and sound. Creating self-signed certificates for PowerShell script validation involves generating digital certificates locally and without relying on a Certificate Authority (CA). Using PowerShell's New-SelfSignedCertificate cmdlet, parameters like Subject and KeyUsage are specified. This process allows script integrity through code signing.   Once created, the certificate can be used to digitally sign scripts with the `Set-AuthenticodeSignature` cmdlet, providing a level of assurance about the script's legitimacy and origin.   Self-signed certificates may lack third-party validation, they boost script security by mitigating the risks of unauthorized changes. Still, be cautious; mishandling self-signed certificates could introduce vulnerabilities. Properly document and securely distribute certificates to maintain signed PowerShell script integrity in controlled environments. This guide is geared towards Active Directory Domains lacking a CA and DevOps keen on signing their PowerShell scripts. Don't worry; we're all about good practices here! To get started, make sure you have an offline Windows Server for crafting your Self-Signed certificate, a Windows 11 client (not extensively tested, but should work), and a separate client for testing the signed scripts with Admin access for tweaking Group Policy and importing certificates into the local machine store. Less chat more script..... Certificate Server Here are the key snippets from the script – the ones that matter. The script is downloadable from Github. https://github.com/Tenaka/Self-Signed-Certificates Declare working directories, either create the directories or allow the script to, not forgetting to add scripts that need signing to "C:\_PSScripts\". $certExport = "C:\_Certs\" $ScriptRepo = "C:\_PSScripts\" Set parameters. $params = @{ Subject = 'Self Signed PS Code Signing' DnsName = ' Self@Tenaka.net ' FriendlyName = 'Self Signed PS Code Signing' NotAfter = (Get-Date).AddYears(5) Type = 'CodeSigning' CertStoreLocation = 'cert:\CurrentUser\My' KeyUsage = 'DigitalSignature' KeyAlgorithm = 'RSA' KeyLength = 2048 HashAlgorithm = 'sha256' } Create a new self-signed certificate based on the above parameters and send the details to 'newCodeSigningCert' variable for reference later. New-SelfSignedCertificate @params -OutVariable newCodeSigningCert Export the public key to the file system. Export-Certificate -Cert "cert:\CurrentUser\My\$($newCodeSigningCert.Thumbprint)" -FilePath "$($certExport)\CodeSigning.cer" Re-import certificate into Trusted Root otherwise it's not possible to validate any signed scripts. Import-Certificate -FilePath "$($certExport)\CodeSigning.cer" -Cert Cert:\LocalMachine\root   Sign all scripts in C:\_PSScripts using a Foreach loop $gtPSscripts = Get-ChildItem -Path $ScriptRepo -filter *.ps1 -Recurse -Force foreach ($PSscriptItem in $gtPSscripts) {Set-AuthenticodeSignature $PSscriptItem.fullname -Certificate (Get-ChildItem "cert:\CurrentUser\My\$($newCodeSigningCert.Thumbprint)" -CodeSigningCert)} And there you have it! Snag those signed scripts and the exported certificate (.cer), then copy them over to the test client. Easy peasy! Check out any of the signed scripts, and you'll spot a signature block appended to the script. # SIG # Begin signature block # MIIFrQYJKoZIhvcNAQcCoIIFnjCCBZoCAQExCzAJBgUrDgMCGgUAMGkGCisGAQQB # gjcCAQSgWzBZMDQGCisGAQQBgjcCAR4wJgIDAQAABBAfzDtgWUsITrck0sYpfvNR # vhJhRK4rqe9AhAcGnbPDQg37+EgaN93UzTn2YIOVmbFrQcOwQfDJEzzVOrkLKJdX # yjdMD070/gJajAELBJDoxsY= # SIG # End signature block Test the Signed Scripts on a Client Let's assume the freshly signed scripts and certificate file reside in the same directories. Now open PowerShell with admin rights and execute the following commands. Declare the working directories. $certExport = "C:\_Certs\" $ScriptRepo = "C:\_PSScripts\" Import the certificate into the Trusted Root LocalMachine Certificate store. Import-Certificate -FilePath "$($certExport)\CodeSigning.cer" -Cert Cert:\LocalMachine\root To prevent the following prompt: Do you want to run software from this untrusted publisher? File C:\_PSScripts\gwmi-signed.ps1 is published by CN=Self Signed PS Code Signing and is not trusted on your system. Only run scripts from trusted publishers. [V] Never run [D] Do not run [R] Run once [A] Always run [?] Help (default is "D"): A Import the certificate into the Trusted Publishers LocalMachine Certificate store to prevent any prompts when executing the scripts. Import-Certificate -FilePath "$($certExport)\CodeSigning.cer" -Cert Cert:\LocalMachine\AuthRoot Launch Group Policy Editor or gpedit.msc. Browse to Computer Configuration, Administrative Templates, Windows Components, Windows PowerShell Enable 'Turn on Script Execution', select 'Allow Only Signed Scritps' in the drop-down and click OK. Run 'gpupdate /force' to apply the settings. If your scripts have a digital signature using your own certificate, they'll run smoothly in PowerShell. But the ones that aren't signed won't work. Perfect Script Security... mostly. Scripts that are signed and then updated without re-signing won't run either and you'll receive the error below.  .\gwmi-signed.ps1 .\gwmi-signed.ps1 : File C:\_PSScripts\gwmi-signed.ps1 cannot be loaded. The file C:\Certs\gwmi-signed.ps1 is not digitally signed. You cannot run this script on the current system. For more information about running scripts and setting execution policy. Bypassing the Execution Policy from PowerShell isn't possible. Set-ExecutionPolicy -ExecutionPolicy Bypass Execution Policy Change The execution policy helps protect you from scripts that you do not trust. Changing the execution policy might expose you to the security risks [Y] Yes [A] Yes to All [N] No [L] No to All [S] Suspend [?] Help (default is "N"): y Set-ExecutionPolicy : Windows PowerShell updated your execution policy successfully, but the setting is overridden by a policy defined at a more specific scope. Due to the override, your shell will retain its current effective ReadMe: PowerShell_ISE doesn't impose any limitations or restrictions. Unlike other environments, it doesn't enforce the Execution Policy, allowing the execution of any script, whether signed or not. Keep it Secret, Keep it Safe A PFX certificate, also called PKCS#12 or P12, is a file format used for keeping and moving cryptographic stuff like private keys and their matching public key certificates. It provides a secure way to store and share these sensitive elements. A PFX file typically includes: Private Key Public Key Certificate Certificate Chain Password Protection Once you use the New-SelfSignedCertificate command, the resulting certificate comes with both the public and private keys and can be exported as a PFX file containing the private key – basically, the whole shebang. That's why it's crucial to keep the signing server offline and well-guarded. It's also a good idea to back up the certificate, just for safety or to migrate to another host. The following commands will do just that Create a secure string password. $CertPassword = ConvertTo-SecureString -String "ChangeME1234" -Force -AsPlainText Export the private key as a pfx and password protect. Export-PfxCertificate -Cert "cert:\CurrentUser\My\$($newCodeSigningCert.Thumbprint)" -FilePath "$($certExport)\selfsigncert.pfx" -Password $CertPassword Happy scripting! Remember, signing your PowerShell scripts with a self-signed certificate adds an extra layer of security to your code. Stay vigilant, keep those scripts locked and loaded with your personalized signature, and code on with confidence! Thanks for your time, really appreciate it! Take care and goodbye!

Introduction to Ansible Welcome to this introduction to managing Windows from Ansible, unlike Microsoft's management solutions, it's free and agentless! Imagine a single tool that automates the setup, configuration, and maintenance of multiple Windows and Linux servers. With its simplicity, Ansible lets you easily orchestrate your server infrastructure. No more manual tasks, no more sleepless nights—just smooth sailing through the seas of automation. Well, it will allow those repetitive tasks to be automated at least. Aims for Ansible This article aims to offer straightforward guidance on configuring Ansible for the management of a non-domain joined Windows Server via the execution of remote tasks. Subsequent articles will expand upon this foundation by incorporating features such as Vault's password management, domain-joined servers, and Kerberos authentication. What you will need to download Latest Ubuntu Desktop Download ISO https://ubuntu.com/download/desktop Visual Code for Linux https://code.visualstudio.com/docs/setup/linux Windows WinRM Configurator Script https://github.com/AlbanAndrieu/ansible-windows/blob/master/files/ConfigureRemotingForAnsible.ps1 Ansible Documentation https://docs.ansible.com/ansible/latest/index.html Ansible Host and Yaml Files https://github.com/Tenaka/Ansible/tree/main Pick your Linux of Choice (Ubuntu Desktop) I'll be opting for my less preferred Linux distribution, Ubuntu Desktop. However, I find it to be the most user-friendly choice for Microsoft-focused engineers. Rocky Linux is a viable alternative, though its configuration might involve additional steps. I won't go into a detailed step-by-step installation of Linux, but simply download the ISO, mount it within your preferred VM solution and install, following the default setup. Some Sort of Virtualization or Cloud I'll be opting for Hyper-V as my preferred virtualization platform to host both Ubuntu and Windows Server 2022. Its seamless integration with both Windows Server and Windows 11 client eliminates any compatibility or migration concerns I may face moving images between the 2. There are two recommended Hyper-V configurations for Linux installation. Opt for a Generation 2 VM to enable Secure Boot capability, and within the Security section of the VM, select 'Microsoft UEFI Certificate Authority'. Post-deployment, run the following command from PowerShell, once the Linux VM is powered down, select the resolution that aligns best with your monitor. Set-VMVideo Ansible2 -horizontalresolution: 1900 -verticalresolution: 1200 -ResolutionType Single Update Ubuntu After successfully deploying Ubuntu, it is crucial to install any updates to ensure the smooth execution of future installations by running the following command from a shell terminal. sudo apt-get update -y && apt-get upgrade -y Install Ansible Ansible is installed with the following command. sudo apt-get install ansible -y List currently installed collections, as you will see there's support for OS, Cloud, Network devices and much more. ansible-galaxy collection list To update the Windows community collection that's installed by default. ansible-galaxy collection install community.windows To install the latest stable collection by Ansible, run the following ansible-galaxy collection install ansible.windows Before continuing type ip address in the terminal and record for later use. Install Microsoft's Visual Code for Linux To assist with writing Yaml and to minimise the moving of files Microsoft's Visual Code for Linux will be installed on Ubuntu. If you can't outdo them, it seems the strategy is to join them. Well played Microsoft. Instructions can be found @ https://code.visualstudio.com/docs/setup/linux for Ubuntu and other distro's. For Ubuntu follow the next set of instructions. sudo apt-get install wget gpg wget -qO- https://packages.microsoft.com/keys/microsoft.asc | gpg --dearmor > packages.microsoft.gpg sudo install -D -o root -g root -m 644 packages.microsoft.gpg /etc/apt/keyrings/packages.microsoft.gpg sudo sh -c 'echo "deb [arch=amd64,arm64,armhf signed-by=/etc/apt/keyrings/packages.microsoft.gpg] https://packages.microsoft.com/repos/code stable main" > /etc/apt/sources.list.d/vscode.list' rm -f packages.microsoft.gpg sudo apt install apt-transport-https sudo apt-get update sudo apt-get install code Launch Visual Code once it's installed, then create a new directory in the Documents directory named Ansible. That concludes the installation and configuration of Ubuntu and Ansible. Now, let's proceed to the setup of Windows. WinRM and Windows Server Configuring Windows for remote management from Ansible is a little involved with instructions available from the Anisble website: Windows Setup https://docs.ansible.com/ansible/latest/os_guide/windows_setup.html Nevertheless, there exists a pre-configured script accessible on Github: Windows Anisble Configurator Script https://github.com/AlbanAndrieu/ansible-windows/blob/master/files/ConfigureRemotingForAnsible.ps1 To get up and running with this basic implementation download the ' ConfigureRemotingForAnsible.ps1 ' and execute the script from PowerShell with Administrative rights. A cautionary note: the implemented configuration is open, granting remote WinRM access to any client. To address this, simply modify lines 417 and 423 by adding the specific remote IP of the Ansible server; in my case, it's 10.1.1.100. This updates the firewall from allowing any address to that of the one specified. 10.1.1.1 = Windows Server 10.1.1.100 = Ubuntu\Ansible ln 417 netsh advfirewall firewall add rule profile=any name="Allow WinRM HTTPS" dir=in localport=5986 protocol=TCP action=allow remoteIP=10.1.1.100 ln 423 netsh advfirewall firewall set rule name="Allow WinRM HTTPS" new profile=any remoteIP=10.1.1.100 To assess WinRM access from another Windows client, input the following commands in PowerShell. Remember to update the password and AnsibleIP with your system's information. In case the Windows Firewall imposes the above RemoteIP restriction, include the test client's IP in the 'Allow WinRM HTTPS' remote scope firewall rule. $username = "administrator" $password = ConvertTo-SecureString -String "ChangeMe1234" -AsPlainText -Force $cred = New-Object -TypeName System.Management .Automation.PSCredential -ArgumentList $username, $password $session_option = New-PSSessionOption -SkipCACheck -SkipCNCheck -SkipRevocationCheck Invoke-Command -ComputerName AnisbleIP -UseSSL -ScriptBlock { ipconfig } -Credential $cred -SessionOption $session_option Confirm that the WinRM Service is running. Get-Service WinRM If the WinRM service isn't started execute the following to set the service to automatic and start. Set-Service -Name WinRM -StartupType Automatic -ErrorAction SilentlyContinue Get-Service -Name WinRM | Start-Service To get the WinRM configuration execute the following: winrm enumerate winrm/config/listener Listener Address = * Transport = HTTP Port = 5985 Hostname Enabled = true URLPrefix = wsman CertificateThumbprint ListeningOn = 10.1.1.1, 127.0.0.1, ::1, fe80::a81e:3b96:6d3b:3d6c%3 Listener Address = * Transport = HTTPS Port = 5986 Hostname = WIN-JE1B7QU8B8R Enabled = true URLPrefix = wsman CertificateThumbprint = FC24D87A798ECA4EA8BF4EE0C8CD7FD2CC51A67C ListeningOn = 10.1.1.1, 127.0.0.1, ::1, fe80::a81e:3b96:6d3b:3d6c%3 Ansible Environment In Ansible, host files and YAML are crucial in defining and organizing the infrastructure you intend to manage. Host Files: A host file in Ansible is where you specify the details of the servers or systems you want to manage. It typically includes information like IP addresses, hostnames, and grouping of hosts based on certain criteria (e.g., development, production). Host files help Ansible understand the inventory of systems it can control, making it an essential component for playbook execution. Without Ansible Vault passwords are hardcoded and clear text within the Hosts file. Vault will be covered in a subsequent article. [Windows] 10.1.1.1 [Windows: vars] ansible_user=administrator ansible_password="ChangeMe1234" ansible_connection=winrm ansible_winrm_scheme=https ansible_port=5986 ansible_winrm_server_cert_validation=ignore ansible_kerberos_delegation=false YAML (YAML Ain't Markup Language): YAML is a human-readable data serialization format often used for configuration files and data exchange between languages with different data structures. In Ansible, YAML is used to write playbooks, which are scripts that define the tasks to be executed on the managed hosts. It uses indentation to represent data hierarchy, making it easy to read. Writing can present a bit of a challenge as its hierarchal nature requires the structure to be indented and spaced correctly. In this example, the contents from the Ansible directory are copied to the targeted Windows Administrator's Desktop. --- - name: Copy hosts: Windows become: false gather_facts: false vars: source: "/home/user/Documents/Ansible" destination: "Desktop/" tasks: - name: copy ping ansible.windows.win _copy: src: "{{ source }}" dest: "{{ destination }}" Host and YAML files play a crucial role in making Ansible configurations clear, structured, and easy to manage. Host files define the inventory, while YAML defines the tasks and configurations to be applied to the hosts. Host File and Initial Test Ensure you're logged on to Ubuntu\Ansible and launch Visual Code. Navigate to '/home/user/Documents/Ansible' and create a file named hosts.ini. Taking the above host file as an example, incorporate the necessary details that match your Windows system and save the file. Or download the examples provided: https://github.com/Tenaka/Ansible/tree/main Let's create the most basic ping test to confirm access to Windows, create a file named 'ping.yml' and insert the following. --- - name: Ping Windows Test hosts: Windows gather_facts: false tasks: - name: Ping targets win_ping: Launch a shell and CD to '/home/user/Documents/Ansible'. Type and execute the following command ansible-playbook -i hosts.in i ping.yml Kudos on acing the Ansible setup for managing Windows! File Copies To and Fro Before delving into the YAML file, it's essential to acquaint yourself with the following path rules. The Windows path rules should be written in the following format. Good tempdir=C:\\Windows\\Temp Works tempdir='C:\\Windows\\Temp' tempdir="C:\\Windows\\Temp" Bad, but sometimes works tempdir=C:\Windows\Temp tempdir='C:\Windows\Temp' tempdir="C:\Windows\Temp" tempdir=C:/Windows/Temp Fails tempdir=C:\Windows\temp tempdir='C:\Windows\temp' tempdir="C:\Windows\temp" Copies the contents of the Ansible directory to the Desktop of the target Windows server. --- - name: Copy hosts: Windows become: false gather_facts: false vars: source: "/home/user/Documents/Ansible" destination: "Desktop/" tasks: - name: copy ping ansible.windows.win _copy: src: "{{ source }}" dest: "{{ destination }}" Copies a named file from the Windows Desktop up to the Ansible directory using 'fetch'. --- - name: Copy hosts: Windows become: false become_user: false gather_facts: false vars: source: "Desktop/test1.txt" destination: "/home/user/Documents/Ansible/test1.txt" tasks: - name: copy ping ansible.builtin.fetch: src: "{{ source }}" dest: "{{ destination }}" Further guidelines can be found @ https://docs.ansible.com/ansible/latest/os_guide/windows_usage.html Basic Commands This concludes the introduction by running a command line on the designated Windows server and saving the results to a text file. --- - name: cmds hosts: Windows become: false gather_facts: false tasks: - name: some cmd win_command: cmd.exe /c whoami.exe > "Desktop\whoami.txt" - name: ipconfig win_command: cmd.exe /c ipconfig /all > "Desktop\ipconfig.txt" Finally Done! Thanks for your time reading this intro to managing Windows from Ansible. Creating each article demands time and effort, diverting me from other learning pursuits. Your comments and shares are highly valued and greatly appreciated. Finally, a big shout-out to Harv for opening my eyes to a life beyond SCCM.

Welcome Back Hey there! Glad to have you back for the second Ansible article. This time around, we're diving into Ansible Vault and how to keep those Microsoft Windows passwords safe by encrypting them whilst they are at rest. If you missed out on the last article regarding the setup of Ansible and handling some basic tasks on a non-domain joined Windows Server, make sure to catch up on that first, by following this link. https://www.tenaka.net/post/basic-ansible-setup-for-windows What is Ansible Vault Ansible Vault is a feature that allows users to encrypt sensitive information, such as passwords and secret keys, within Ansible playbooks and files. This encryption ensures that the secrets are secure while they are at rest. To encrypt a secret, you simply use the "ansible-vault encrypt" command followed by the name of the file or "ansible-vault encrypt_string 'Secret'" followed by the name to be assigned to the secret. You'll then be prompted to enter and confirm a password or passphrase. Once encrypted, the secret is stored in a format that is unreadable without the decryption key, providing a secure way to protect sensitive information within Ansible projects. Ansible Vault uses AES symmetric encryption by using the same password or passphrase for both encryption and decryption. Basic Commands Below are a few fundamental commands for utilizing Ansible Vault: Create an encrypted file ansible-vault create newFile.yml   Encrypt an existing file ansible-vault encrypt existingFile.yml   View encrypted content of a file anisble-vault view existingFile.yml   Edit the encrypted file ansible-vault edit existingFile.yml   Decrypt an encrypted file ansible-vault decrypt existingFile.yml   Change the password that encrypts\decrypts the secret (Rekeying) ansible-vault rekey existingFile.yml Create an encrypted string ansible-vault encrypt_string 'ChangeMe1234' --name ansible_password Help Yourselves.... A working set of files deploying ansible-vault with encrypted secrets can be found at the following link, do help yourselves. https://github.com/Tenaka/Ansible_Encrypted_Password Set Nano as the Default Editor To avoid ansible-vault opening new files with vi, let's designate Nano as the default editor. Type ' select-editor ' and then choose option 1 Let's prove it works before Encrypting I won't immediately introduce encrypted passwords into the mix. Instead, we'll set up and test the files using plain text passwords. Later, I'll encrypt them, this will aid in troubleshooting. Ansible Jinja2 is a templating engine used to create dynamic content within Ansible playbooks. It allows for the use of variables, conditionals, loops, and filters to customize configurations based on the environment or data. The ansible_password="{{vault_ansible_password}} " is one such example and it's used in the hosts.ini file and resolves to the values in win.yml. If you have been following, Visual Code for Linux is installed, if not nano will suffice. First, navigate to the Ansible directory previously creating under the Documents directory and execute the following command: mkdir win-encrypt Change Directory ( cd win-encrypt ) into the directory and create the following 3 files, hosts.ini, ping.yml and win.yml. This will provide a simple ping test to the Windows Server on 10.1.1.1 with the Administrator account and a password of 'ChangeMe1234'. Ensure that 'ping.yml' adheres to the Yaml framework or a whole world of pain and 'why aren't you working' will ensue. The "no_log: true" parameter in Ansible is used to prevent sensitive data, such as passwords or API keys, from being displayed in the console output or logged to files. Including this now will make life difficult, waiting until your fully working. hosts.ini [win] 10.1.1.1 [win:vars] ansible_user=administrator ansible_connection=winrm ansible_password="{{vault_ansible_password}}" ansible_winrm_scheme=https ansible_port=5986 ansible_winrm_server_cert_validation=ignore ansible_kerberos_delegation=false ping.yml --- - name: Ping win Test hosts: win gather_facts: false vars_files: - win.yml tasks: - name: Ping targets win_ping: no_log: True win.yml vault_ansible_password: ChangeMe1234 Execute the following command to test the use of the clear text password: ansible-playbook -i hosts.ini ping.yml Let's get it Encrypted Once we've confirmed the clear text password works, we can proceed to encrypt the win.yml file using the following command. ansible-vault encrypt win.yml Enter the password used for encrypting the file, I'm using the ultra-secure 'Password1234'. In production don't do this..... Confirm the win.yml is encrypted with ' cat win.yml '. It should look something like the image below. Type the following command to test accessing Windows using the encrypted vault file: ansible-playbook -i host.ini ping.yml --ask-vault-pass Enter the password 'Password1234' at the prompt. Alternative Method to Encrypt the Password Another way to encrypt the password is by utilizing the encrypt-string option. Type the following command directing the output to winString.yml ansible-vault encrypt-string 'ChangeMe1234' --name vault_ansible_password > winString.yml I then renamed the existing win.yml and then renamed winString.yml to win.yml using the mv command. This is a Bad Idea....... Once we've secured the Windows passwords and grown weary of the password prompts or the playbooks are to be scheduled, we'll embed the ansible-vault password into a plaintext file, undoing our previous efforts. I've rooted enough Linux boxes to know this is a bad idea. However, today is all about encrypting the Windows passwords whilst at rest. Vault Password File Here we go, create a file named 'key' in the root of the Ansible directory and enter the vault password of 'Password1234': nano ../key Secure the key file to allow the owner Read and Write access. chmod 600 ../key Execute the playbook swapping out --ask-vault-pass for --vault-password-file ../key. ansible-playbook -i host.ini ping.yml --vault-password-file ../key Alternatively, if you prefer not to use --vault-password-file, create an ansible.cfg file within the win-encrypt directory using Nano, and input the following details. Run the playbook again without the vault password or by specifying the file location. Final Thoughts That wraps up this guide on employing ansible vault to secure Windows passwords while they're at rest. While Ansible Vault effectively secures Windows passwords, its effectiveness is compromised by storing the vault password in plain text. Despite its encryption capabilities, this vulnerability underscores the importance of implementing additional security measures to safeguard sensitive information effectively or another product in addition to ansible vault to manage secrets. Maybe that should be the aim of the next article, it's that or ansible managing domain computers with Kerberos. Drop a comment and let me know? Thank you for taking the time to read this article, your feedback, comments, and shares are immensely valued and deeply appreciated.

Welcome Back Hey there! I'm glad to have you back for the third Ansible article. This time, we're diving into using Ansible to manage Windows Domains and authenticating with Kerberos. Catch up If you missed out on the previous articles regarding the setup of Ansible and Encrypting the at rest passwords make sure to catch up on those first, by following the links. Basic Setup of Ansible managing a Standalone Windows Server https://www.tenaka.net/post/basic-ansible-setup-for-windows How to Secure the at Rest Passwords with Ansible Vault https://www.tenaka.net/post/ansible-vault-for-windows Virtual Machines Required Ansible = 10.1.1.100 Ubuntu Domain Controller = 10.1.1.50 FQDN = TENAKA.LOC DHCP Server = 10.1.1.1 Scope Options: 004 Time Server = 10.1.1.50 006 DNS Server = 10.1.1.50 Credentials Domain Account = Administrator Windows Passwords = ChangeMe1234 Ansible Vault Password = Password1234 Help Yourselves.... A working set of files for configuring Ansible to manage a Windows Domain can be found at the following link, do help yourselves. https://github.com/Tenaka/Ansible_Kerberos Ubuntu Kerberos Packages To ensure the smooth installation of new Ubuntu features it's important to keep things up to date. From a terminal shell on Ubuntu execute the following: sudo apt-get update -y && apt-get upgrade -y Additional packages are required to provide Kerberos User Authentication with a Windows Domain. sudo apt-get install python3-dev libkrb5-dev krb5-user Complete the prompts to match that of your Domain. Writing the Fully Qualified Domain Name (FQDN) in capitals is essential. Write the host of the PDC, followed by the FQDN, again in capitals. Repeat the above. I've only 1 Domain Controller (DC), however, this can be updated later so it isn't essential, for now add a single DC. For other Linux Variants If you're using something other than Ubuntu the link below provides support. I've extracted the relevant commands below: https://docs.ansible.com/ansible/latest/os_guide/windows_winrm.html Through Yum (RHEL/Centos/Fedora for the older version) yum -y install gcc python-devel krb5-devel krb5-libs krb5-workstation   Through DNF (RHEL/Centos/Fedora for the newer version) dnf -y install gcc python3-devel krb5-devel krb5-libs krb5-workstation Through Apt (Ubuntu older than 20.04 LTS (focal)) sudo apt-get install python-dev libkrb5-dev krb5-user Through Apt (Ubuntu newer than 20.04 LTS) sudo apt-get install python3-dev libkrb5-dev krb5-user Through Portage (Gentoo) emerge -av app-crypt/mit-krb5 emerge -av dev-python/setuptools Through Pkg (FreeBSD) sudo pkg install security/krb5 Through OpenCSW (Solaris) pkgadd -d http://get.opencsw.org/now /opt/csw/bin/pkgutil -U /opt/csw/bin/pkgutil -y -i libkrb5_3 Through Pacman (Arch Linux) pacman -S krb5 KrbFive Config Let's enhance the readability and tailor the default krb5.conf file to better suit our requirements. sudo nano /etc/krb5.conf Pressing Ctrl + K deletes a line, allowing you to eliminate all lines except those containing domain-specific settings. This section is where you can add extra Domain Controllers (DCs) as kdc entries. To verify Kerberos authentication, we'll utilize kinit along with the following command, ensuring that the FQDN is in capitals. kinit administrator@TENAKA.LOC Run klist to display the contents of a Kerberos Ticket Granting Ticket (TGT). WinRM and GPO WinRM (Windows Remote Management) is a Microsoft implementation of the WS-Management Protocol, which allows for remote management of Windows-based systems over HTTP(S). It enables administrators to remotely execute commands. on all permissible computers and Servers. To provide WinRM access in a domain environment using GPOs, administrators can configure GPO settings to enable WinRM, define WinRM listeners, specify trusted hosts, configure authentication settings, and set other WinRM-related policies. These policies are then applied to the relevant organizational units (OUs), groups, or individual computers within the Active Directory domain. Tier Zero and Ansible Only the Domain Controller (DC) is being managed remotely for demonstration purposes. This service falls under tier zero, similar to Certificate Authorities (CAs) and any other service that manages or was mentioned previously. Ansible should not manage these tier zero services unless other precautions are taken For instance, consider isolating a dedicated Ansible server specifically tasked with managing tier zero services . Group Policy Move to the Domain Controller, open Group Policy Management, creating a new GPO at the root of the Domain. Navigate to 'System Services' and set the 'Windows Remote Management (WS-Management)' service to Automatic. Create a new 'Inbound' firewall rule with the following settings: Protocol = TCP Port = 5985 and 5986 Remote IP Address = 10.1.1.100 (Ansible) Profile = Domain Only Navigate to 'WinRM Services' under Administrative Templates, Windows Components then to Windows Remote Management (WinRM). Set the following: Enable - Allow remote server management through WinRM IPv4 Filter = * Disable - Allow Basic authentication Disable - Allow CredSSP authentication Enable - Allow unencrypted traffic Disable - Disallow Kerberos authentication Regarding the 'Allow unencrypted traffic' setting. Kerberos encrypts data between client-server communications. Ansible, leveraging Kerberos, doesn't need HTTPS because Kerberos handles encryption and authentication, ensuring secure communication. Ansible Config for Kerberos If you've been keeping up with the earlier articles on Ansible's Windows management, create a new directory titled 'Domain' and duplicate hosts.ini, ping.yml, and win.yml into it. Alternatively, the files can be downloaded from: https://github.com/Tenaka/Ansible_Kerberos If not, launch nano to duplicate the files below, not forgetting to change the hostname to that of your own DC. Host.ini maintains your hosts and variables including the Ansible Jinja2 variable ansible_password="{{vault_ansible_password}} " and resolves to the values in win.yml Ping.yml provides a simple ping test to confirm authentication and network accessibility. To create win.yml and encrypt the Windows Domain password, execute the following command. ansible-vault create win.yml Enter the encryption password of 'Password1234' at the prompts Type 'vault_ansible_password: ChangeMe1234' Here's what the output looks like with cat. To test the playbook against the Domain Controller execute the following: ansible-playbook -i hosts.in i ping.yml --ask-vault-pass Enter the Vault password of 'Password1234' The test ping via Ansible using Kerberos authentication was successful and the world of free management of Microsoft Windows infrastruc tu re is at your feet. Final Thoughts Implementing Ansible for Windows domain management proved straightforward, requiring minimal adjustments to existing Ansible files and only a few GPO tweaks. In production, avoiding Domain Admin usage and employing delegated service accounts with segregated roles enhances security. Relying on a single domain admin service account for all tasks would be less than ideal.

Welcome back! In this blog, I'll demonstrate how you can leverage PowerShell to automate the entire setup of a Windows domain environment on AWS services, from creating the VPC to configuring the EC2 encrypted volumes. Before we start, deploying this will incur AWS costs, the instance type is t3.medium and the volume is set to $ebsVolType = "io1" and $ebsIops = 1000 This is Part 1 of a 2 parter, and it will focus on setting up the scripting environment and meeting the prerequisites. The ultimate goal is to deploy a public-facing Remote Desktop Server (RDS) and a private Domain Controller (DC) by PowerShell. The Remote Desktop Server will serve as a jump box, providing remote access to the network, while the Domain Controller will be securely tucked away in a private subnet, only accessible through the RDS. Prerequisites There are a few prerequisites before to deploy EC2 instances from Powershell: PowerShell version 7 or Visual Code Studio is required An AWS Account and its corresponding Access ID and Secret Key. The AWS account requires the AdministratorAccess' role or delegated permissions. A basic understanding of both AWS and Windows Domains. The default password for the EC2 Instances is 'ChangeMe1234'.               Previous post on automating Domain and OU creation Before diving into this blog, I highly recommend checking out the previous blogs where I used PowerShell to deploy a domain and create an Organizational Unit (OU) structure. The script used for this AWS blog is a slightly customized version of the Domain script below and as such doesn't require downloading. The description https://www.tenaka.net/post/deploy-domain-with-powershell-and-json-part-1 The Original Domain script https://github.com/Tenaka/Active-Directory-Automated-Deployment-and-Delegation Install Visual Code Studio or PowerShell  I recommend installing either PowerShell 7 (PS7) or Visual Studio Code (VSC), along with the latest .NET SDK. .NET SDKs for Visual Studio https://dotnet.microsoft.com/en-us/download/visual-studio-sdks Download Visual Studio Code https://code.visualstudio.com/download Installing PowerShell on Windows https://learn.microsoft.com/en-us/powershell/scripting/install/installing-powershell AWS Account and permissions\Access ID From within the AWS console, navigate to IAM and create a service account specifically for executing scripts to create the required AWS services. Ensure this service account has the necessary permissions by adding the following policies and the two custom policies. AmazonEC2FullAccess, AmazonS3FullAccess, AWSKeyManagementServicePowerUser, AmazonSSMReadOnlyAccess, AWSKeyManagementServicePowerUser, IAMFullAccess, AmazonSSMManagedInstanceCore KMS Policy to grant enabling EC2 encrypted volumes, this policy requires further tweaking as it's far too encompassing. { "Version": "2012-10-17", "Statement": [ { "Sid": "VisualEditor0", "Effect": "Allow", "Action": [ "kms:Decrypt", "kms:GenerateRandom", "kms:ListRetirableGrants", "kms:CreateCustomKeyStore", "kms:DescribeCustomKeyStores", "kms:ListKeys", "kms:DeleteCustomKeyStore", "kms:UpdateCustomKeyStore", "kms:Encrypt", "kms:ListAliases", "kms:GenerateDataKey", "kms:DisconnectCustomKeyStore", "kms:CreateKey", "kms:DescribeKey", "kms:ConnectCustomKeyStore", "kms:CreateGrant" ], "Resource": "*" }, { "Sid": "VisualEditor1", "Effect": "Allow", "Action": "kms:*", "Resource": "*" } ] } Additionally, Session Manager rights are needed. { "Version": "2012-10-17", "Statement": [ { "Effect": "Allow", "Action": [ "ssm:SendCommand", "ssmmessages:CreateDataChannel", "ssmmessages:OpenDataChannel", "ssmmessages:OpenControlChannel", "ssmmessages:CreateControlChannel" ], "Resource": "*" } ] } If nothing else works, consider adding the 'AdministratorAccess' policy to the service account. Create Access Key Create an Access Key by navigating to the Security tab of the service account and creating a 'Command Line Interface' (CLI) use case. Record the Access Key and Secret Access Key. Download this script... After you've familiarized yourself with the above concepts covered in our previous blogs and created the AWS account with the correct rights, download the PowerShell DeployVPCwithDomain.ps1 script from the link below. https://github.com/Tenaka/AWS-PowerShell/blob/main/DeployVPCwithDomain.ps1 This script is designed to automate the setup of EC2 instances, including a public-facing Remote Desktop Server and a secure, private domain controller. Pick your Scripting Engine I'll be using an elevated Visual Studio Code (VSC) session, all testing has been completed with VSC. While PowerShell version 7 should work, it hasn’t been extensively tested. Variables that need your attention Open the DeployVPCwithDomain.ps1 script in Visual Studio Code (VSC), but hold off on executing it. There are sections you might want to modify first. Update the Region, the default is 'us-east-1' $region1 = "us-east-1" Set-defaultAWSRegion -Region $region1 Update the second and third octets of the CIDR block, as these will form the foundation for your VPC. 10.1.250.0/24 is for a future iteration where Transit Gateways are deployed for additional AD Sites. For now, 10.1.250.0/24 is free to use. $cidr = "10.1.1" # Dont use "10.1.250.0/24" $cidrFull = "$($cidr).0/24" During the execution of DeployVPCwithDomain.ps1, an additional Active Directory script is downloaded from GitHub. This script is used for the configuration of the Domain Controller. $domainZip = "https://github.com/Tenaka/AWS-PowerShell/raw/main/AD-AWS.zip" Invoke-WebRequest -Uri $domainZip -OutFile "$($pwdPath)\AD-AWS.zip" -errorAction Stop DeployVPCwithDomain.ps1, will pause at this point to allow updates to dcPromo.json contained within AD-AWS.zip , this is so the default password of ChangeMe1234 can be changed. If you decide to change the default password, be sure to update it in the UserData sections for both the private and public EC2 instances as well. Set-LocalUser -Name "administrator" -Password (ConvertTo-SecureString -AsPlainText ChangeMe1234 -Force) That's it for now... That's it for this blog, we're all prepped for executing the script! Make sure to come back for Part 2, where I dive into the specifics of what the script creates in AWS. We'll also explore how the script sets up a fully functional Active Directory environment, complete with a domain controller and remote access configurations. Stay tuned!

Reusing passwords across multiple accounts can put you at significant risk because hackers can exploit this practice through a technique called 'credential stuffing'. Here's how it works and why it's dangerous:   Data Breaches When a company or service is hacked, user data, including usernames and passwords, can be stolen. These credentials are often sold or shared on the dark web or hacker forums. Even if only one account is compromised, it can have ripple effects if you reuse the same password across different accounts.   Credential Stuffing Hackers use automated tools to take usernames and passwords from one breached site and try them on many others. For example, if your email and password were exposed in a breach from an e-commerce site, a hacker might try to log into your bank, social media accounts, and email using the same credentials. If you’ve reused the same password, the hacker could gain access to multiple accounts.   Chain Reaction of Hacks Once hackers gain access to one account, they often look for ways to escalate their attack: Email Compromise: If they gain access to your email account, they can initiate password reset requests for other services, further expanding their control over your digital life. Social Media Exploits: Hackers can hijack social media accounts to send phishing messages to your contacts, spreading the attack even further. Financial Loss: Access to financial accounts can lead to unauthorized transactions, drained accounts, or identity theft.   Increased Success Rate Automated scripts used in credential stuffing can check thousands of accounts in minutes. Reusing passwords increases the likelihood that the hacker’s efforts will succeed, making it easier for them to penetrate more accounts with minimal effort.   Difficulty in Detecting Since hackers use the correct username and password combinations during these attacks, it may not immediately trigger security alerts. Many services assume that a correct login attempt is legitimate, making it difficult for you or the service to detect the breach before damage is done.   Inability to Track Breaches When you reuse passwords, it becomes hard to know which service caused the security breach. If you use the same password for ten different sites, and one gets hacked, you'll need to change the password for all ten sites. In contrast, if you used a unique password for each site, only the compromised service would be affected.   How to Protect Yourself: Use Unique Passwords for Each Account: This ensures that even if one password is compromised, your other accounts remain secure. Utilize a Password Manager: These tools help generate and store complex, unique passwords for each site, so you don’t have to remember them all. Enable Two-Factor Authentication (2FA): Adding an extra layer of security can prevent hackers from accessing your accounts even if they have your password.   By avoiding password reuse, you significantly reduce the risk of widespread damage from a single data breach.

Intune's Autopilot automates the configuration and setup of new devices, allowing users to start working with pre-configured settings, applications, and security policies as soon as they power on their device. In this blog, we’ll explore how Microsoft Intune Autopilot works, let's get started. Dynamic Group for Deployment Profile From within Intune, browse to Groups and then click on New Group. To ensure that every newly registered device is associated with Autopilot automatically you need to first create a dynamic Azure AD (Entra) Security Group. Edit the Dynamic Query, then paste the following string and Save. (device.devicePhysicalIDs -any (_ -startsWith "[ZTDid]")) Enrollment Configuration From within Intune, browse to Devices, Windows, then Enrollment. Device Platform Restrictions Intune Device Platform Restrictions controls which types of device can access organizational resources based on their platform (e.g., Windows, iOS, Android, macOS). This feature helps enhance security by limiting access to only approved device types and blocking untrusted or unsupported platforms. This step isn't necessary for Autopilot to work as the default is to allow all devices, however we will block Windows Personally owned devices. Click on 'All Users' link. Change Personally owned devices for Windows (MDM) to Block. Deployment Profiles Autopilot deployment profiles in Microsoft Intune are configuration templates that define how new devices are set up and managed during the out-of-box experience (OOBE). These profiles allow automated and customizable deployment processes, specifying settings like Azure AD join type, user-driven or self-deploying mode. Navigate to Deployment Profiles within the Enrollment tab, then select Create Profile. Provide name and select Yes for 'Convert all targeted devices to Autopilot', this enables all non-Autopilot, or current members of Entra to become Autopilot registered when they are assigned to the profile group. Select User-Driven and any other pertinent settings. Assign the Windows Autopilot group created earlier and then save the changes. That covers the basics of configuring auto enrollment. I'll skip the Enrollment Status Page for now, as it's not essential for this introductory guide. Enrollment of a Device For the purposes of this blog, a Windows 11 23H2 OS has been installed on Hyper-V, and the setup has been progressed to the Region selection page. Press Shift & F10 for an Administrative shell Type the following to download the Autopilot PowerShell module. Powershell install-script get-windowsautopilotinfo set-executionpolicy -ex bypass get-windowsautopilotinfo -online Enter Azure credentials to register the device. Accept the permissions request. Wait while the device completes the registration. Go back to Autopilot under the Devices section and verify that the device has been successfully registered. Restart the device, which will then connect to Intune and retrieve the assigned policies. Enter your Azure credentials. Once the device is ready, login, and after a brief wait, any assigned applications will begin to install. That wraps up this quick configuration guide for Intune Autopilot. Links: https://learn.microsoft.com/en-us/autopilot/enrollment-autopilot

<# .Synopsis Disable Admin Shares ​ .Description Disable Admin Shares C$, IPC$, ADMIN$ to prevent remote access and local access via \\127.0.0.1\c$ from a browser, shortcut or cmd. Disabling admin shares will prevent ConfigMgr from deploying the client agent and remote administrative access. ​ .Version #> #AutoShareWks New-ItemProperty -Path 'HKLM:\System\CurrentControlSet\Services\LanmanServer\Parameters' -name AutoShareWks -PropertyType DWORD -Value 0 ​ #AutoShareServer New-ItemProperty -Path 'HKLM:\System\CurrentControlSet\Services\LanmanServer\Parameters' -name AutoShareServer -PropertyType DWORD -Value 0

Windows Autopilot's Device Preparation is it's new 'user-driven' workflow. Instead of IT staff registering all devices prior to giving them over to staff there's the option for the device to be shipped directly from an OEM to the end-user. With minimal steps—powering the device, selecting locale, connecting to Wi-Fi, and signing in with Microsoft Entra credentials—the system automates the rest. The device automatically joins Microsoft Entra ID, enrolls in Intune, installs key apps, and runs essential scripts, streamlining setup for users while reducing IT workload. Key Features: The device joins Microsoft Entra ID. Intune enrollment with preconfigured policies. Automated installation of up to 10 essential apps and PowerShell scripts. This article covers the configuration steps for setting up Windows Autopilot device preparation using a user-driven Microsoft Entra join workflow. Requirements: Windows 11, version 23H2 with KB5035942 or later. Windows 11, version 22H2 with KB5035942 or later. Enrollment Config - Entra Navigate to Entra with the following URL, allowing users to enroll devices. https://portal.azure.com/#home Then to Device Settings, Microsoft Entra ID > Devices (left hand Window) > Device Settings. Allow 'All' users to join devices Enrollment Config - Intune Now navigate to Intune to configure the MDM User scope. https://intune.microsoft.com/#home Then to, Devices > Enrollment > Automatic Enrollment Select 'All' for the MDM User Scope. User and Device Group A couple of Groups will be required to allow named Users the ability to enroll devices and for the Devices themselves. From within Intune navigate to Groups. Create a Security Group with a name that reflects its purpose eg: AutoPilot_DevicePrepartion_Users. Add named users or all users to this group. Create a 2nd Security Group for devices, don't add any members. Modify the Device Groups Owners. Add the built-in service, provided by Microsoft 'Intune Provisioning Client' as the owner. This will provide the 'Just in Time' rights for device auto enrollment. AutoPilot Device Preparation Navigate to Devices, Windows, Enrollment. Select 'Device Preparation Policies'. Provide a Name. Add the 'AutoPilot_DevicePreparation_Device' Group. Under Configuration Settings leave the defaults. I've added some Apps and scripts, the maximum is 10. For Applications to install the user must be a member of the deployment group. Add the 'AutoPilot_DevicePrepartation_Users' group, these can be users who are part of the IT team that adds devices to Intune or all users. Save Deployment Sign in with an approved account, then sit back while the magic happens Links: https://learn.microsoft.com/en-us/autopilot/device-preparation/tutorial/user-driven/entra-join-device-group

Ivanti's Endpoint Protection's Application Control: Ivanti Endpoint Protection is a comprehensive security solution that provides organizations with a comprehensive set of security tools designed to protect their endpoints, networks, and data. It is designed to protect users from the latest threats, such as malware, ransomware, and phishing attacks. It also provides advanced capabilities, such as patch management, application control, and user privilege management. With Ivanti Endpoint Protection, organizations can ensure their endpoints are secure and protected from the latest threats. This article focuses on the initial setup of Ivanti Endpoint Manager and Endpoint Security Application Control, agent deployment and policy. This will provide the bases for the next round of 'verses' articles having thoroughly abused Windows Applocker, WDAC and GPO. The following has been extracted from the Ivanti Endpoint Protection user guide downloadable from (here). Ivanti® Endpoint Manager and Endpoint Security for Endpoint Manager consists of a wide variety of powerful and easy-to-use tools you can use to help manage and protect your Windows, Macintosh, mobile, Linux, and UNIX devices. Endpoint Manager and Security tools are proven to increase end user and IT administrator productivity and efficiencyLANDesk Application control offers the following system-level security: Kernel-level, rule-based file-system protection Registry Protection Startup Control Detection of stealth rootkits Network filtering Process and file/application certification File protection rules that restrict actions that executable programs can perform on specified files The initial Ivanti setup focus's on Ivanti Endpoint Protection's (EP) Application Control to compare and pit against Microsoft's Applocker and WDAC. Ivanti's EP Firewall, Device Control and AV policies won't be configured, although it is capable of providing a full management suite of protections from within a single console. The focus is Ivant EP vs Microsoft's application control, the paid 3rd part tools versus the free inbuilt tools. Ivanti Download: The good news, Ivanti provides 45 day, fully featured trial software, allowing plenty of time for EP to be put through its paces. The bad news, the trial software is not current, the download is for the 2020.1 version and not the latest 2022.2 or higher. A little sub-optimal considering it's for endpoint protection and security. Links to access Ivanti Endpoint Manager 2020.1: 45 day trial sign-up (here). Installation guide (here), Domain with a SQL server is required. Exclaimers: After following the installation guide, Ivanti will require a fair amount of fettling to deploy Application Control in enforcement mode. Remember, it's only for application execution to provide a direct comparison to Applocker and WDAC and a baseline reference for EP configuration. I'm not an Ivanti expert, I've spent a day installing and learning Ivanti. It's expected that the lack of experience with this product results in some ambiguity, I'm not interested in the journey but the net result of trying to exploit Windows with Ivanti Endpoint Protection enabled. Initial Login: Let's get to it...... From the Start Menu launch 'Ivanti Management Console', and enter the account details used during setup. Add LDAP Configuration: To integrate AD, providing search and deployment of policy, agent and software: Click on 'Configuration' in the lower left pane. Right-click on 'Directory' and 'Manage Directory...' 'Add', follow the wizard to include the domain structure using the Domain Admin account. Initial Agent Audit Policy: Initially, the endpoint and its software is unknown and an agent is required to be deployed. Click 'Configuration' in the bottom left windows and then select 'Agent Configuration', then the top left. In the 'Agent Configuration' window, bottom right, right-click and select 'New Windows agent configuration'. Update the 'Agent Configuration': Update 'Configuration Name' with something meaningful. Check the 'Endpoint Security option. Browse and then select 'Endpoint Protection' under 'Distribute and Patch' and then 'Security and Compliance'. Click 'Configure'. Within 'Endpoint Security' check 'Application Control:' and then click on '....' to configure the Application Control policy. Select 'Advanced' under 'Application Protection' and click on 'Learning'. With the initial policy when Ivanti is 'Learning' there is no reason to tempt fate by locking ourselves out of the client. Select 'Learning' for 'Whitelisting'. Save the changes and close both the 'Application Control' and 'Agent Configuration wizards. Agent Deployment: The agent and EP policy has been created and requires deploying to a client. Ivanti Management is fully featured and comes with LANDesk. For those that aren't familiar it's on par with SCCM\MECM. Here's a guide to assist in deploying the Ivanti agent (here). For expedience, I've opted for manual agent deployment. Right-click on the new agent and select 'Advance Agent'. Copy the URL and log on to the Windows 10 or 11 client. Download the .exe and install. Both Windows Defender and SmartScreen GPO's required updating to allow the Ivanti agent to install. Once the agent's installed, launch 'Ivanti Endpoint Security' from the Start Menu for a quick review. Excellent, Application Control and Whitelist learning policies are in effect. In preparation for blocking mode, launch installed applications on the client and run through some user activity. This activity is audited and logged to the Ivanti server for approval. It's time for a long coffee break, the file activity can take a little while to report back to the Ivanti server console. The initial audit results will take a few hours, a full audit will take overnight. Audited Files: With the agent installed the 'Win10-01' client becomes available to manage by right-clicking. Top tip, from Diagnostics its possible to see Ivant client and core logs. To view the audited files select 'Security and Patch' then 'Application Information'. As this is a new installation of Ivanti Endpoint Protection the audited files are classed as 'undecided'. It's not as simple as clicking and then approving the files, this can only be accomplished by updating the 'Agent Configuration' settings. Endpoint Security Policy - Blocking Mode: The agent has been deployed in learning mode, enabling file data collection to be available in the console. At this point, those files require authorising and blocking mode enabling. The easiest method of updating the client from learning to blocking was to update the agent and not just the Endpoint Security policy, having failed repeated attempts. Right-click the 'Agent Deployment - Initial Config', Copy and then Paste, maintaining the original agent settings. Rename the agent configuration to reflect its purpose, 'Agent Deployment - Windows Client Blocking'. Right-click the new agent config, 'Properties'. Navigate to 'Endpoint Security' via 'Distribution and Patch' and then 'Security and Compliance'. Click 'Configure...' and in the 'Configure endpoint security setting' click 'New'. Add a meaningful name to the 'Endpoint Security' wizard. Click on 'Default Policy' and select ... next to the 'Application control' dropdown. Click on 'New...' On the 'General Settings' update the name. Click on 'Application Protection' and check the following: Enable application behaviour protections Prevent master boot record (MBR) encryption Auto detect and blacklist crypto-ransomware Under 'File protection rules' select all the options, not all these options may be suitable for an enterprise, and some trial and error may be required. Under 'Application Protection' click on 'Advanced' and 'Blocking', and remove any checks for 'Learning mode ...' Under 'Whitelisting' check all options and 'Configure' and select all the script options. Scripts will require authorising to work. Again on the 'Advanced' page select 'Blocking' and uncheck 'Learning mode ...' save the changes. Highlight the new policy and then 'Use Selected'. Enable Microsoft * as a trusted signer, under 'Digital Signatures'. As Ivanti is authorising files by hash it seems prudent to trust and thus allow all Microsoft files. Ivanti operates at the kernel level, any file not authorised will be denied including system files, it's reasonable to expect blue bends (BSoD) in this case. Click 'Add...' on the 'Application File List'. Click 'New'. To authorise collected from the client click on the yellow circle with a downward arrow. Click 'Import from other application file lists... ' Check the 'Computer' and select the client. Ctrl + A to highlight all files and right-click, the 'Override reputation...' Enable 'Good'. To ensure that blocking mode is enabled, set CMD.exe's reputation to 'Bad'. Click 'Next', returning to the Application File List. Highlight CMD.exe and then click on the pencil, 'Edit Application Files'. Set the execution from Allow to Block. OK the changes, close the Application File List, returning to the 'Configure Application File Lists'. Highlight the new blocking policy then click 'Use selected'. Update the 'Learning list:' drop down to that of the Win10 approval file list and save the changes. Ensure the 'Machine Configuration' is configured with the new Windows 10 Client Policy and save the changes. Point of note: No Dll's were listed in the authorised file list, from previous testing bypassing application protections can be achieved when dll file types arent protected. Read this (here) where Applocker was successfully bypassed by malware with a DLL file extention. Deploy Agent in Blocking Mode: Click on 'Configuration' in the bottom left pane and then 'Agent Configuration'. In the bottom right pane select 'My Configurations'. Right-click and properties on the 'Agent Deployment - Windows Client Blocking' As the target client already has the agent installed a 'scheduled agent deployment' or 'scheduled update to agent settings' should work. I've opted for the agent deployment, removing the old agent and settings alnd installing the new agent with the new blocking configuration. Click on 'Targets', then 'Targeted Devices', and click on 'Add'. Select the Windows client with the agent installed and ensure the client box is checked. In 'Schedule task', select 'Start Now' and then 'Save'. The Client: Log in to the client and after about 15 minutes the Ivanti agent with the blocking configuring will have been deployed. The client is likely to show that the 'Status' is disabled for all components with 'Application Control' also displaying 'Off'. Reboot the client. After the reboot the agent should show the following: Launching cmd.exe displays the following Ivanti message, cmd is indeed blocked and policy and settings are successfully applied. The process of creating and deploying Ivanti EP is understood and is repeatable. The next step is to test how effective Ivanti EP is at protecting Windows from various Remote Code Exploits, Local Code Exploits and Reverse Shells following the same patterns used testing Applocker and Device Guard (WDAC). To follow shortly......

<# .Synopsis Disable Admin Account and Sets Random Password ​ .Description ​ .Version #> #Password length $length = 20 ​ #Minimum number of symbols to use in the password #Do not set to high as this will remove complexity and make passwords easier to compromise $random = 5 ​ #Creates random password $assembly = Add-Type -AssemblyName system.web $randPass = [System.Web.Security.Membership]::GeneratePassword($length,$random) ​ #Var for Administrator Account $admin = "Administrator" ​ #Sets Administrator password net user $admin $randPass /YES #Disable Administrator account net user $admin /active:yes ​

​To set a time server by either IP or fqdn for non-domain joined clients. ​ For instructions on how to deploy from MDT (here) <# .Synopsis Set Time Server for non-domain joined clients (0x8) to fqdn's address ​ .Description ​​ .Version #> ​ Set-ItemProperty -Path 'HKLM:\SYSTEM\CurrentControlSet\Services\W32Time\Parameters' -name NTPServer -Value "pool.ntp.org time.windows.com,0x8 time.google.com,0x8 " -Force ​ ​ <# .Synopsis ​Set Time Server for non-domain joined clients (0x8) to time server IP address ​ .Description ​​ .Version #> Set-ItemProperty -Path 'HKLM:\SYSTEM\CurrentControlSet\Services\W32Time\Parameters' -name NTPServer -Value "192.168.0.10,0x8 192.168.0.11,0x8" -Force