powershell-scripts/winrm-https/Generate-WildcardCert-Alternative.ps1

#Requires -RunAsAdministrator
<#
.SYNOPSIS
    Alternative wildcard certificate generator that bypasses smart card issues.

.DESCRIPTION
    Creates a self-signed wildcard certificate for *.logon.ds.ge.com using
    alternative methods that work around smart card reader or read-only device errors.

    This script uses certreq.exe and OpenSSL-style certificate creation to avoid
    the smart card device error that can occur with New-SelfSignedCertificate.

.PARAMETER Domain
    The domain for the wildcard certificate (default: logon.ds.ge.com).

.PARAMETER ExportPath
    Path where the PFX file will be exported (default: current directory).

.PARAMETER Password
    Password for the PFX file. If not provided, will prompt securely.

.PARAMETER ValidityYears
    Certificate validity in years (default: 2).

.PARAMETER Method
    Certificate generation method: 'CertReq' or 'Fallback' (default: CertReq).

.EXAMPLE
    .\Generate-WildcardCert-Alternative.ps1

.EXAMPLE
    $pass = ConvertTo-SecureString "MyPassword123!" -AsPlainText -Force
    .\Generate-WildcardCert-Alternative.ps1 -Password $pass -Method CertReq

.NOTES
    Author: System Administrator
    Date: 2025-10-17
    Version: 1.0

    This script uses certreq.exe which bypasses smart card device issues.
#>

param(
    [Parameter(Mandatory=$false)]
    [string]$Domain = "logon.ds.ge.com",

    [Parameter(Mandatory=$false)]
    [string]$ExportPath = ".",

    [Parameter(Mandatory=$false)]
    [SecureString]$Password,

    [Parameter(Mandatory=$false)]
    [int]$ValidityYears = 2,

    [Parameter(Mandatory=$false)]
    [ValidateSet('CertReq', 'Fallback')]
    [string]$Method = 'CertReq'
)

function Write-ColorOutput {
    param([string]$Message, [string]$Color = "White")
    Write-Host $Message -ForegroundColor $Color
}

function New-CertificateWithCertReq {
    param(
        [string]$Domain,
        [int]$ValidityYears,
        [SecureString]$Password
    )

    Write-ColorOutput "`n=== Generating Certificate Using CertReq ===" "Cyan"
    Write-ColorOutput "This method bypasses smart card device errors" "Gray"

    try {
        # Create temp directory for certificate files
        $tempPath = Join-Path $env:TEMP "WinRM-Cert-$(Get-Date -Format 'yyyyMMddHHmmss')"
        New-Item -ItemType Directory -Path $tempPath -Force | Out-Null
        Write-ColorOutput "Temp directory: $tempPath" "Gray"

        # Create certificate request configuration file
        $infFile = Join-Path $tempPath "cert-request.inf"

        $infContent = @"
[Version]
Signature="`$Windows NT`$"

[NewRequest]
Subject="CN=*.$Domain"
KeyLength=2048
KeyAlgorithm=RSA
HashAlgorithm=SHA256
MachineKeySet=TRUE
Exportable=TRUE
RequestType=Cert
KeyUsage=0xA0
KeyUsageProperty=0x02

[Extensions]
2.5.29.17 = "{text}"
_continue_ = "dns=*.$Domain&"
_continue_ = "dns=$Domain&"

2.5.29.37 = "{text}"
_continue_ = "1.3.6.1.5.5.7.3.1,"

[EnhancedKeyUsageExtension]
OID=1.3.6.1.5.5.7.3.1
"@

        Write-ColorOutput "`nCreating certificate request file..." "Yellow"
        $infContent | Out-File -FilePath $infFile -Encoding ASCII -Force

        # Certificate output files
        $cerFile = Join-Path $tempPath "wildcard.cer"

        # Create the certificate using certreq
        Write-ColorOutput "Generating self-signed certificate..." "Yellow"
        $certReqResult = certreq.exe -new -f $infFile $cerFile 2>&1

        if ($LASTEXITCODE -ne 0) {
            throw "certreq.exe failed: $certReqResult"
        }

        Write-ColorOutput "[OK] Certificate created successfully" "Green"

        # Import the certificate to get the certificate object
        $cert = New-Object System.Security.Cryptography.X509Certificates.X509Certificate2($cerFile)

        # Find the certificate in the store by thumbprint
        $installedCert = Get-ChildItem Cert:\LocalMachine\My |
            Where-Object { $_.Thumbprint -eq $cert.Thumbprint }

        if (-not $installedCert) {
            throw "Certificate was not installed to the certificate store"
        }

        Write-ColorOutput "`nCertificate Details:" "Cyan"
        Write-ColorOutput "  Subject: $($installedCert.Subject)" "White"
        Write-ColorOutput "  Thumbprint: $($installedCert.Thumbprint)" "White"
        Write-ColorOutput "  Valid From: $($installedCert.NotBefore)" "White"
        Write-ColorOutput "  Valid To: $($installedCert.NotAfter)" "White"
        Write-ColorOutput "  Has Private Key: $($installedCert.HasPrivateKey)" "White"

        # Clean up temp files but keep the certificate
        Remove-Item -Path $tempPath -Recurse -Force -ErrorAction SilentlyContinue

        return $installedCert
    }
    catch {
        # Clean up on error
        if (Test-Path $tempPath) {
            Remove-Item -Path $tempPath -Recurse -Force -ErrorAction SilentlyContinue
        }
        throw "Failed to create certificate with CertReq: $($_.Exception.Message)"
    }
}

function New-CertificateWithFallback {
    param(
        [string]$Domain,
        [int]$ValidityYears
    )

    Write-ColorOutput "`n=== Using Fallback Method ===" "Cyan"
    Write-ColorOutput "Attempting to create certificate with minimal settings..." "Gray"

    try {
        $notAfter = (Get-Date).AddYears($ValidityYears)

        # Try with minimal parameters and explicitly set KeyProtection to None
        $certParams = @{
            DnsName = @("*.$Domain", $Domain)
            CertStoreLocation = "Cert:\LocalMachine\My"
            NotAfter = $notAfter
            Subject = "CN=*.$Domain"
            FriendlyName = "Wildcard Certificate for *.$Domain (Self-Signed)"
            KeyUsage = "DigitalSignature", "KeyEncipherment"
            TextExtension = @("2.5.29.37={text}1.3.6.1.5.5.7.3.1")
            Type = "Custom"
            KeyExportPolicy = "Exportable"
            KeySpec = "KeyExchange"
            Provider = "Microsoft Enhanced RSA and AES Cryptographic Provider"
        }

        Write-ColorOutput "Creating certificate with fallback method..." "Yellow"
        $cert = New-SelfSignedCertificate @certParams

        Write-ColorOutput "[OK] Certificate created successfully" "Green"
        Write-ColorOutput "`nCertificate Details:" "Cyan"
        Write-ColorOutput "  Subject: $($cert.Subject)" "White"
        Write-ColorOutput "  Thumbprint: $($cert.Thumbprint)" "White"
        Write-ColorOutput "  Valid From: $($cert.NotBefore)" "White"
        Write-ColorOutput "  Valid To: $($cert.NotAfter)" "White"
        Write-ColorOutput "  Has Private Key: $($cert.HasPrivateKey)" "White"

        return $cert
    }
    catch {
        throw "Failed to create certificate with fallback method: $($_.Exception.Message)"
    }
}

function Export-CertificateToPFX {
    param(
        [System.Security.Cryptography.X509Certificates.X509Certificate2]$Certificate,
        [string]$ExportPath,
        [string]$Domain,
        [SecureString]$Password
    )

    Write-ColorOutput "`n=== Exporting Certificate to PFX ===" "Cyan"

    try {
        # Ensure export directory exists
        if (-not (Test-Path $ExportPath)) {
            New-Item -ItemType Directory -Path $ExportPath -Force | Out-Null
        }

        # Construct filename
        $filename = "wildcard-$($Domain.Replace('.', '-'))-$(Get-Date -Format 'yyyyMMdd').pfx"
        $fullPath = Join-Path $ExportPath $filename

        Write-ColorOutput "Export path: $fullPath" "Gray"

        # Export certificate with private key
        Export-PfxCertificate -Cert $Certificate -FilePath $fullPath -Password $Password | Out-Null

        Write-ColorOutput "[OK] Certificate exported successfully" "Green"

        # Get file size
        $fileSize = (Get-Item $fullPath).Length
        Write-ColorOutput "  File size: $([math]::Round($fileSize / 1KB, 2)) KB" "White"

        return $fullPath
    }
    catch {
        throw "Failed to export certificate: $($_.Exception.Message)"
    }
}

function Install-CertificateToTrustedRoot {
    param(
        [System.Security.Cryptography.X509Certificates.X509Certificate2]$Certificate
    )

    Write-ColorOutput "`n=== Installing to Trusted Root ===" "Cyan"
    Write-ColorOutput "This allows the self-signed cert to be trusted on this machine" "Gray"

    try {
        $rootStore = New-Object System.Security.Cryptography.X509Certificates.X509Store(
            "Root", "LocalMachine"
        )
        $rootStore.Open("ReadWrite")

        # Check if already exists
        $existing = $rootStore.Certificates | Where-Object { $_.Thumbprint -eq $Certificate.Thumbprint }

        if ($existing) {
            Write-ColorOutput "[OK] Certificate already in Trusted Root" "Yellow"
        }
        else {
            $rootStore.Add($Certificate)
            Write-ColorOutput "[OK] Certificate added to Trusted Root Certification Authorities" "Green"
        }

        $rootStore.Close()
    }
    catch {
        Write-ColorOutput "[WARN] Could not add to Trusted Root: $($_.Exception.Message)" "Yellow"
        Write-ColorOutput "You may need to manually trust this certificate on client machines" "Yellow"
    }
}

function Show-NextSteps {
    param([string]$PfxPath, [string]$Domain)

    Write-ColorOutput "`n=== Next Steps ===" "Cyan"
    Write-ColorOutput ""
    Write-ColorOutput "1. The wildcard certificate has been generated and exported to:" "Yellow"
    Write-ColorOutput "   $PfxPath" "White"
    Write-ColorOutput ""
    Write-ColorOutput "2. To set up WinRM HTTPS on a computer, copy the PFX file and run:" "Yellow"
    Write-ColorOutput "   .\Setup-WinRM-HTTPS.ps1 -CertificatePath '$PfxPath' -Domain '$Domain'" "White"
    Write-ColorOutput "   (Will prompt for password)" "Gray"
    Write-ColorOutput ""
    Write-ColorOutput "3. For client machines to trust this certificate:" "Yellow"
    Write-ColorOutput "   Import to Trusted Root on each client or use -SkipCertificateCheck" "White"
    Write-ColorOutput ""
    Write-ColorOutput "4. Test the setup:" "Yellow"
    Write-ColorOutput "   .\Invoke-RemoteAssetCollection-HTTPS.ps1 ``" "White"
    Write-ColorOutput "       -HostnameList @('hostname') -Domain '$Domain' -TestConnections" "White"
    Write-ColorOutput ""
    Write-ColorOutput "IMPORTANT: This is a SELF-SIGNED certificate for TESTING only!" "Red"
    Write-ColorOutput "For production, obtain a certificate from a trusted CA." "Red"
    Write-ColorOutput ""
}

# Main execution
try {
    Write-ColorOutput "=== Alternative Wildcard Certificate Generator ===" "Cyan"
    Write-ColorOutput "Date: $(Get-Date)" "Gray"
    Write-ColorOutput "Method: $Method" "Gray"
    Write-ColorOutput ""

    # Get password if not provided
    if (-not $Password) {
        Write-ColorOutput "Enter password for PFX file:" "Yellow"
        $Password = Read-Host "Password" -AsSecureString
        $Password2 = Read-Host "Confirm password" -AsSecureString

        # Compare passwords
        $pwd1 = [Runtime.InteropServices.Marshal]::PtrToStringAuto(
            [Runtime.InteropServices.Marshal]::SecureStringToBSTR($Password)
        )
        $pwd2 = [Runtime.InteropServices.Marshal]::PtrToStringAuto(
            [Runtime.InteropServices.Marshal]::SecureStringToBSTR($Password2)
        )

        if ($pwd1 -ne $pwd2) {
            throw "Passwords do not match"
        }
    }

    # Generate certificate using selected method
    $cert = $null

    if ($Method -eq 'CertReq') {
        try {
            $cert = New-CertificateWithCertReq -Domain $Domain -ValidityYears $ValidityYears -Password $Password
        }
        catch {
            Write-ColorOutput "[WARN] CertReq method failed: $($_.Exception.Message)" "Yellow"
            Write-ColorOutput "Trying fallback method..." "Yellow"
            $cert = New-CertificateWithFallback -Domain $Domain -ValidityYears $ValidityYears
        }
    }
    else {
        $cert = New-CertificateWithFallback -Domain $Domain -ValidityYears $ValidityYears
    }

    if (-not $cert) {
        throw "Failed to create certificate with any method"
    }

    # Export to PFX
    $pfxPath = Export-CertificateToPFX -Certificate $cert -ExportPath $ExportPath -Domain $Domain -Password $Password

    # Install to trusted root (optional)
    $installToRoot = Read-Host "`nInstall to Trusted Root Certification Authorities on this machine? (Y/N)"
    if ($installToRoot -eq 'Y' -or $installToRoot -eq 'y') {
        Install-CertificateToTrustedRoot -Certificate $cert
    }

    # Show next steps
    Show-NextSteps -PfxPath $pfxPath -Domain $Domain

    Write-ColorOutput "`n[SUCCESS] Wildcard certificate generation completed!" "Green"
    Write-ColorOutput "Certificate Thumbprint: $($cert.Thumbprint)" "Cyan"
    Write-ColorOutput "PFX File: $pfxPath" "Cyan"

} catch {
    Write-ColorOutput "`n[ERROR] Certificate generation failed: $($_.Exception.Message)" "Red"
    Write-ColorOutput "`nTroubleshooting:" "Yellow"
    Write-ColorOutput "1. Ensure you're running as Administrator" "White"
    Write-ColorOutput "2. Check if Group Policy restricts certificate creation" "White"
    Write-ColorOutput "3. Try running: certlm.msc to verify certificate store access" "White"
    Write-ColorOutput "4. Disable smart card readers temporarily if present" "White"
    Write-ColorOutput "5. Try the other method: -Method Fallback or -Method CertReq" "White"
    exit 1
}