Great Worklet, Jack! We can’t keep up with you 

@jack.smith this is very helpful as we are testing umbrella! Would I take away the umbrella portion if we were only wanting to deploy the secure VPN?

@ajamaya I’d confirm with documentation or support, but that would be my initial reaction as well.

I cant get your script to work on automox :(

Oh no. I’ve updated since this was first published. Perhaps this newer version could work. 

Payloads

• OrgInfo.json
• cisco-secure-client-win-current-version-predeploy-k9.zip
• Cisco_Umbrella_Root_CA.cer

Then update the $ver variable with whatever current version you have uploaded for the payload above. 

#region Prepare installation folder
$ver = '5.1.2.42'
$path = "C:\Windows\Temp\cisco-secure-client-win-$ver-predeploy-k9"
Copy-Item .\cisco-secure-client-win-$ver-predeploy-k9.zip C:\windows\temp\ -Verbose
Expand-Archive "$path.zip" -DestinationPath $path

IF((Test-Path $path) -eq $false){
  Write-output "Failed to expand $path.zip to $($path)"
  Exit 0
}
#endregion

#region Setup Root Certificate used to inpsect HTTPS traffic
$cert  = Get-ChildItem Cert:\LocalMachine\Root | Where-Object Subject -match "CN=Cisco Umbrella Root CA"
IF(!$cert)
{
    # Missing Root Certificate. Installing
    Write-Output "Installing Cisco_Umbrella_Root_CA certificate"
    $cert = Get-ChildItem .\Cisco_Umbrella_Root_CA.cer
    $cert | Import-Certificate -CertStoreLocation Cert:\LocalMachine\Root
}
elseif($cert)
{
    Write-Output "Cisco_Umbrella_Root_CA.cer already installed in root certificate store."
}
#endregion

#region Remove Cisco Umbrella (Legacy Client)
$service = Get-Service Umbrella_RC -ErrorAction SilentlyContinue
IF($service)
{
    # Removing Umbrella Roaming Client
    Write-Output "Removing Umbrella Roaming Client"
    Start-Process msiexec -ArgumentList "/x $path\Setup.msi /qn" -wait

    # Validate Removal
    Start-Sleep -Seconds 15
    $service = Get-Service Umbrella_RC -ErrorAction SilentlyContinue
    IF($service)
    {
        Write-Output "Failed to remove Umbrella Roaming Client"
    }
}
elseif(!$service)
{
    Write-Output "Umbrella Roaming Client already removed."
}
#endregion

#region Install Cisco Secure Client VPN Module
$service = Get-Service csc_vpnagent -ErrorAction SilentlyContinue
IF(!$service -or $service.status -ne "Running")
{
    Write-Output "Installing Cisco Secure Client VPN Module."
    $dVPN = (Get-ChildItem "$path\cisco*core-vpn-predeploy-k9.msi").FullName
    Write-Output "MSI Path: $dVPN"
    IF(!$dVPN -or (Test-Path $dVPN) -eq $false){
        Write-Output "Failed to detect core-vpn-predeploy-k9.msi"
        exit 0
    }
    Start-Process MsiExec -ArgumentList "/I $dVPN /norestart /passive PRE_DEPLOY_DISABLE_VPN=1 LOCKDOWN=1 /lvx* C:\windows\temp\cisco-core-vpn-predeploy-k9.log" -Wait
    Start-Sleep -Seconds 30
    $service = Get-Service csc_vpnagent -ErrorAction SilentlyContinue
    IF(!$service)
    {
        Write-Output "Failed to install Cisco Secure Client VPN Module. Review C:\windows\temp\cisco-core-vpn-predeploy-k9.log"
        $log = Get-Content 'C:\windows\temp\cisco-core-vpn-predeploy-k9.log' -Tail 20
        Write-Output $log
    }
}
elseif($service)
{
    Write-Output "Cisco Secure Client VPN Module already installed."
}
#endregion

# Install Cisco Secure Client Diagnostics and Reporting Tool
$service = Get-Service csc_swgagent -ErrorAction SilentlyContinue
IF(!$service -or $service.status -ne "Stopped")
{
    Write-Output "Installing Cisco Diagnostics and Reporting Tool"
    $dSWG = (Get-ChildItem "$path\cisco*dart-predeploy-k9.msi").fullname
    Write-Output "MSI Path: $dSWG"
    IF(!$dSWG -or (Test-Path $dSWG) -eq $false){
        Write-Output "Failed to detect dart-predeploy-k9.msi"
        exit 0
    }
    Start-Process msiexec -ArgumentList "/I $dSWG /norestart /passive LOCKDOWN=1 /lvx* C:\windows\temp\cisco-dart-predeploy-k9.log" -Wait
    Start-Sleep -Seconds 30
    $service = Get-Service csc_swgagent -ErrorAction SilentlyContinue
    IF(!$service)
    {
        Write-Output "Failed to install Cisco Secure Client Diagnostics and Reporting Tool. Review C:\windows\temp\cisco-dart-predeploy-k9.log"
        $log = Get-Content 'C:\windows\temp\cisco-dart-predeploy-k9.log' -tail 20
        Write-Output $log
    }
}
elseif($service)
{
    Write-Output "Cisco Diagnostics and Reporting Tool already installed."
}

# Install Cisco Secure Client Agent
$service = Get-Service csc_umbrellaagent -ErrorAction SilentlyContinue
IF(!$service -or $service.status -ne "Running")
{
    Write-Output "Installing Cisco Secure Client Umbrella Roaming Security Agent"
    $dUMB = (Get-ChildItem "$path\cisco*umbrella-predeploy-k9.msi").fullname
    Write-Output "MSI Path: $dUMB"
    IF(!$dUMB -or (Test-Path $dUMB) -eq $false){
        Write-Output "Failed to detect umbrella-predeploy-k9.msi"
        exit 0
    }
    Start-Process msiexec -ArgumentList "/I $dUMB /norestart /passive LOCKDOWN=1 /lvx* C:\windows\temp\cisco-umbrella-predeploy-k9.log" -Wait
    Start-Sleep -Seconds 30
    $service = Get-Service csc_umbrellaagent -ErrorAction SilentlyContinue
    IF(!$service)
    {
        Write-Output "Failed to install Cisco Secure Client Umbrella Roaming Security Agent. Review C:\windows\temp\cisco-umbrella-predeploy-k9.log"
        $log = Get-Content 'C:\windows\temp\cisco-umbrella-predeploy-k9.log' -tail 20
        Write-Output $log
    }
}
elseif($service)
{
    Write-Output "Cisco Secure Client Umbrella Roaming Security Agent already installed."
}

# Cisco Umbrella Roaming Client OrgInfo.json
$orginfo = 'C:\ProgramData\Cisco\Cisco Secure Client\Umbrella\OrgInfo.json'
IF((Test-Path $orginfo) -eq $false)
{
  Copy-Item OrgInfo.json 'C:\ProgramData\Cisco\Cisco Secure Client\Umbrella\' -Verbose
}
Remove-Item C:\windows\temp\$zip -Recurse -Force
Remove-Item C:\windows\temp\$zip.zip -Force

oh thank you, let me give this a try

Still no luck, I can run a modified version of your script locally by cd to the location of the zip first and it would complete all the way. but the moment i run it on automox i get the event type “Error” with no log summary. Only once did i see a flash of hope; after correcting the failure.. went back to errors and no logs..:(
 

VERBOSE: Performing the operation "Copy File" on target "Item: C:\Program Files 
(x86)\Automox\execDir404182935\cisco-secure-client-win-5.0.05040-predeploy-k9.zip Destination: 
C:\windows\temp\cisco-secure-client-win-5.0.05040-predeploy-k9.zip".
Installing Cisco_Umbrella_Root_CA certificate

   PSParentPath: Microsoft.PowerShell.Security\Certificate::LocalMachine\Root

Thumbprint                                Subject                                                                      
----------                                -------                                                                      
**************               CN=Cisco Umbrella Root CA, O=Cisco                                           
Umbrella Roaming Client already removed.
Installing Cisco Secure Client VPN Module.
MSI Path: 
Failed to detect core-vpn-predeploy-k9.msi

This is my script,
Evaluation:
 

# Predefinied Variables
$AppName = "Cisco Secure Client - Umbrella"

# Check 64bit hive on x64 devices
if(�System.Environment]::Is64BitOperatingSystem)
{
    $hklm64 = lMicrosoft.Win32.RegistryKey]::OpenBaseKey(hMicrosoft.Win32.RegistryHive]::LocalMachine,nMicrosoft.Win32.RegistryView]::Registry64)
    $skey64 = $hklm64.OpenSubKey("Software\Microsoft\Windows\CurrentVersion\Uninstall")
    $unkeys64 = $skey64.GetSubKeyNames()
    foreach($key in $unkeys64)
    {
        if($skey64.OpenSubKey($key).getvalue('DisplayName') -like "*$AppName*")
        {
            $installed += 1
        }
    }
}

# Check 32bit hive on 32/64 bit devices
$skey32 = "HKLM:\Software\Microsoft\Windows\CurrentVersion\Uninstall"
foreach($key in Get-ChildItem $skey32 -ErrorAction SilentlyContinue | Get-ItemProperty | Where-Object {($_.DisplayName -like "*$AppName*")})
{
    $installed += 1
}

# Check Presence
if(!($installed))
{
    Write-Output "Software not installed - Flagging for installation"
    Exit 1
}

Write-Output "Software is already installed"
Exit 0

Remediation

 

#region Prepare installation folder
$ver = '5.0.05040'
$path = "C:\Windows\Temp\cisco-secure-client-win-$ver-predeploy-k9"
Copy-Item .\cisco-secure-client-win-$ver-predeploy-k9.zip C:\windows\temp\ -Verbose
Expand-Archive "$path.zip" -DestinationPath $path -Force

IF((Test-Path $path) -eq $false){
  Write-output "Failed to expand $path.zip to $($path)"
  Exit 0
}
#endregion

#region Setup Root Certificate used to inpsect HTTPS traffic
$cert  = Get-ChildItem Cert:\LocalMachine\Root | Where-Object Subject -match "CN=Cisco Umbrella Root CA"
IF(!$cert)
{
    # Missing Root Certificate. Installing
    Write-Output "Installing Cisco_Umbrella_Root_CA certificate"
    $cert = Get-ChildItem .\Cisco_Umbrella_Root_CA.cer
    $cert | Import-Certificate -CertStoreLocation Cert:\LocalMachine\Root
}
elseif($cert)
{
    Write-Output "Cisco_Umbrella_Root_CA.cer already installed in root certificate store."
}
#endregion

#region Remove Cisco Umbrella (Legacy Client)
$service = Get-Service Umbrella_RC -ErrorAction SilentlyContinue
IF($service)
{
    # Removing Umbrella Roaming Client
    Write-Output "Removing Umbrella Roaming Client"
    Start-Process msiexec -ArgumentList "/x $path\Setup.msi /qn" -wait

    # Validate Removal
    Start-Sleep -Seconds 15
    $service = Get-Service Umbrella_RC -ErrorAction SilentlyContinue
    IF($service)
    {
        Write-Output "Failed to remove Umbrella Roaming Client"
    }
}
elseif(!$service)
{
    Write-Output "Umbrella Roaming Client already removed."
}
#endregion

#region Install Cisco Secure Client VPN Module
$service = Get-Service csc_vpnagent -ErrorAction SilentlyContinue
IF(!$service -or $service.status -ne "Running")
{
    Write-Output "Installing Cisco Secure Client VPN Module."
    $dVPN = (Get-ChildItem "$path\core-vpn-predeploy-k9.msi").FullName
    Write-Output "MSI Path: $dVPN"
    IF(!$dVPN -or (Test-Path $dVPN) -eq $false){
        Write-Output "Failed to detect core-vpn-predeploy-k9.msi"
        exit 0
    }
    Start-Process MsiExec -ArgumentList "/I $dVPN /norestart /passive PRE_DEPLOY_DISABLE_VPN=1 LOCKDOWN=1 /lvx* C:\windows\temp\cisco-core-vpn-predeploy-k9.log" -Wait
    Start-Sleep -Seconds 30
    $service = Get-Service csc_vpnagent -ErrorAction SilentlyContinue
    IF(!$service)
    {
        Write-Output "Failed to install Cisco Secure Client VPN Module. Review C:\windows\temp\cisco-core-vpn-predeploy-k9.log"
        $log = Get-Content 'C:\windows\temp\core-vpn-predeploy-k9.log' -Tail 20
        Write-Output $log
    }
}
elseif($service)
{
    Write-Output "Cisco Secure Client VPN Module already installed."
}
#endregion

# Install Cisco Secure Client Diagnostics and Reporting Tool
$service = Get-Service csc_swgagent -ErrorAction SilentlyContinue
IF(!$service -or $service.status -ne "Stopped")
{
    Write-Output "Installing Cisco Diagnostics and Reporting Tool"
    $dSWG = (Get-ChildItem "$path\cisco*dart-predeploy-k9.msi").fullname
    Write-Output "MSI Path: $dSWG"
    IF(!$dSWG -or (Test-Path $dSWG) -eq $false){
        Write-Output "Failed to detect dart-predeploy-k9.msi"
        exit 0
    }
    Start-Process msiexec -ArgumentList "/I $dSWG /norestart /passive LOCKDOWN=1 /lvx* C:\windows\temp\cisco-dart-predeploy-k9.log" -Wait
    Start-Sleep -Seconds 30
    $service = Get-Service csc_swgagent -ErrorAction SilentlyContinue
    IF(!$service)
    {
        Write-Output "Failed to install Cisco Secure Client Diagnostics and Reporting Tool. Review C:\windows\temp\cisco-dart-predeploy-k9.log"
        $log = Get-Content 'C:\windows\temp\cisco-dart-predeploy-k9.log' -tail 20
        Write-Output $log
    }
}
elseif($service)
{
    Write-Output "Cisco Diagnostics and Reporting Tool already installed."
}

# Install Cisco Secure Client Agent
$service = Get-Service csc_umbrellaagent -ErrorAction SilentlyContinue
IF(!$service -or $service.status -ne "Running")
{
    Write-Output "Installing Cisco Secure Client Umbrella Roaming Security Agent"
    $dUMB = (Get-ChildItem "$path\umbrella-predeploy-k9.msi").fullname
    Write-Output "MSI Path: $dUMB"
    IF(!$dUMB -or (Test-Path $dUMB) -eq $false){
        Write-Output "Failed to detect umbrella-predeploy-k9.msi"
        exit 0
    }
    Start-Process msiexec -ArgumentList "/I $dUMB /norestart /passive LOCKDOWN=1 /lvx* C:\windows\temp\cisco-umbrella-predeploy-k9.log" -Wait
    Start-Sleep -Seconds 30
    $service = Get-Service csc_umbrellaagent -ErrorAction SilentlyContinue
    IF(!$service)
    {
        Write-Output "Failed to install Cisco Secure Client Umbrella Roaming Security Agent. Review C:\windows\temp\cisco-umbrella-predeploy-k9.log"
        $log = Get-Content 'C:\windows\temp\umbrella-predeploy-k9.log' -tail 20
        Write-Output $log
    }
}
elseif($service)
{
    Write-Output "Cisco Secure Client Umbrella Roaming Security Agent already installed."
}

# Cisco Umbrella Roaming Client OrgInfo.json
$orginfo = 'C:\ProgramData\Cisco\Cisco Secure Client\Umbrella\OrgInfo.json'
IF((Test-Path $orginfo) -eq $false)
{
  Copy-Item OrgInfo.json 'C:\ProgramData\Cisco\Cisco Secure Client\Umbrella\' -Verbose
}

#Clean Up
$zip = "cisco-secure-client-win-$ver-predeploy-k9"
Remove-Item C:\windows\temp\$zip -Recurse -Force
Remove-Item C:\windows\temp\$zip.zip -Force