Test-SmtpClientCertificate.psm1
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.Synopsis Diagnostic module for testing SMTP connector attribution. .Description Diagnostic module for testing SMTP connector attribution. .Parameter From The From SMTP email address. .Parameter To The To SMTP email address. .Parameter SmtpServer The remote SMTP server that will be accepting mail. .Parameter CertificateThumbprint The client certificate thumbprint to use for authentication. .Parameter TlsVersion Specify the Tls version. If none specified the default OS version is used. Accepted values are tls, tls11, tls12, tls13. .Parameter LogPath The path to the log file. .Example # Submit mail with client certificate Test-SmtpClientCertificate -From <FromAddress> -To <RecipientAddress> -SmtpServer your-domain.mail.protection.outlook.com -CertificateThumbprint <thumbprint> #> using module .\InternalSmtpClient.psm1 using module .\Utils.psm1 using module .\Logger.psm1 function Test-SmtpClientCertificate() { param( [Parameter(Mandatory = $true)] [ValidateScript({ try { $null = [mailaddress]$_ return $true } catch { throw "The specified string is not in the form required for an e-mail address." } })] [string] $From, [Parameter(Mandatory = $true)] [ValidateScript({ try { $null = [mailaddress]$_ return $true } catch { throw "The specified string is not in the form required for an e-mail address." } })] [string] $To, [Parameter(Mandatory = $true)] [string] $SmtpServer, [Parameter(Mandatory = $true)] [string] $CertificateThumbprint, [Parameter(Mandatory = $false)] [ValidateSet("tls", "tls11", "tls12", "tls13", IgnoreCase = $true)] [string] $TlsVersion, [Parameter(Mandatory = $false)] [ValidateScript({ if (Test-Path $_ -PathType Container) { $true } else { throw "The location '$_' does not exist. Check the path exist and try again." } })] [string] $LogPath ) # Check version CheckVersionAndWarn # Set Tls version $enabledSslProtocols = Get-TlsVersion -TlsVersion $TlsVersion # Check if running as administrator # Elevation is needed to gain access to the certificate private key if ((New-Object Security.Principal.WindowsPrincipal([Security.Principal.WindowsIdentity]::GetCurrent())).IsInRole([Security.Principal.WindowsBuiltInRole]::Administrator) -eq $false) { Write-Warning "Missing elevation! Elevation may be required to gain access to the certificate's private key." } [Logger]$logger = New-Object Logger -ArgumentList $VerbosePreference [InternalSmtpClient]$smtpClient = New-Object InternalSmtpClient -ArgumentList $logger [System.Security.Cryptography.X509Certificates.X509Certificate2]$clientCertificate = $null try { $clientCertificate = RetrieveCertificateFromCertStore($CertificateThumbprint) $smtpClient.Connect($SmtpServer, 25, $true, $false, $clientCertificate, $enabledSslProtocols) $smtpClient.SendMail($From, $To) } catch { Write-Error -ErrorRecord $_ $logger.LogError($_.Exception, $true) } finally { $smtpClient.DisposeResources() Write-Debug "Resources disposed." $logger.LogMessage("[Disconnected]", "Information", "Red", $false, $true) # Write log to file $logger.WriteFile($LogPath) } } # SIG # Begin signature block # MIIm7QYJKoZIhvcNAQcCoIIm3jCCJtoCAQExCzAJBgUrDgMCGgUAMGkGCisGAQQB # gjcCAQSgWzBZMDQGCisGAQQBgjcCAR4wJgIDAQAABBAfzDtgWUsITrck0sYpfvNR # AgEAAgEAAgEAAgEAAgEAMCEwCQYFKw4DAhoFAAQUPiEQ576gPoiFPSsLdeXfUkmf # 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