Specify wait time to evaluate sensitive content

$ErrorActionPreference = 'Stop'
$reasons = [System.Collections.Generic.List[string]]::new()

function Test-RegistryValueExists {
    param(
        [Parameter(Mandatory = $true)][string] $Path,
        [Parameter(Mandatory = $true)][string] $Name
    )

    if (-not (Test-Path -LiteralPath $Path)) {
        return $false
    }

    return $null -ne (Get-ItemProperty -LiteralPath $Path -Name $Name -ErrorAction SilentlyContinue)
}

function Test-RegistryValueEquals {
    param(
        [Parameter(Mandatory = $true)][string] $Path,
        [Parameter(Mandatory = $true)][string] $Name,
        [Parameter(Mandatory = $true)][string] $Kind,
        [Parameter(Mandatory = $true)][object] $Expected
    )

    if (-not (Test-Path -LiteralPath $Path)) {
        return $false
    }

    $valueObject = Get-ItemProperty -LiteralPath $Path -Name $Name -ErrorAction SilentlyContinue
    if ($null -eq $valueObject) {
        return $false
    }

    $actual = $valueObject.$Name
    switch ($Kind) {
        'String' { return [string]$actual -ceq [string]$Expected }
        'ExpandString' { return [string]$actual -ceq [string]$Expected }
        'DWord' { return [uint32]$actual -eq [uint32]$Expected }
        'QWord' { return [uint64]$actual -eq [uint64]$Expected }
        'MultiString' {
            $actualArray = @($actual)
            $expectedArray = @($Expected)
            if ($actualArray.Count -ne $expectedArray.Count) { return $false }
            for ($index = 0; $index -lt $actualArray.Count; $index++) {
                if ([string]$actualArray[$index] -cne [string]$expectedArray[$index]) { return $false }
            }
            return $true
        }
        'Binary' {
            $actualArray = [byte[]]$actual
            $expectedArray = [byte[]]$Expected
            if ($actualArray.Length -ne $expectedArray.Length) { return $false }
            for ($index = 0; $index -lt $actualArray.Length; $index++) {
                if ($actualArray[$index] -ne $expectedArray[$index]) { return $false }
            }
            return $true
        }
        default { return [string]$actual -ceq [string]$Expected }
    }
}

# Policy: Specify wait time to evaluate sensitive content
# Name: L_SpecifyWaitOnSendTimeoutForDLPEvaluation
# Scope: User
# State: Enabled
# Source: outlk16.admx

$isMatch = Test-RegistryValueEquals -Path 'Registry::HKEY_CURRENT_USER\software\policies\microsoft\office\16.0\outlook\options\mail' -Name 'dlpwaitonsendtimeout' -Kind 'DWord' -Expected 5
if (-not $isMatch) {
    $reasons.Add('Value mismatch: HKEY_CURRENT_USER\software\policies\microsoft\office\16.0\outlook\options\mail\dlpwaitonsendtimeout') | Out-Null
}

if ($reasons.Count -eq 0) {
    Write-Output 'Compliant'
    exit 0
}

$reasons | ForEach-Object { Write-Output $_ }
exit 1

$ErrorActionPreference = 'Stop'

function Set-RegistryValue {
    param(
        [Parameter(Mandatory = $true)][string] $Path,
        [Parameter(Mandatory = $true)][string] $Name,
        [Parameter(Mandatory = $true)][string] $PropertyType,
        [Parameter(Mandatory = $true)][object] $Value
    )

    if (-not (Test-Path -LiteralPath $Path)) {
        New-Item -Path $Path -Force | Out-Null
    }

    New-ItemProperty -LiteralPath $Path -Name $Name -PropertyType $PropertyType -Value $Value -Force | Out-Null
}

function Remove-RegistryValue {
    param(
        [Parameter(Mandatory = $true)][string] $Path,
        [Parameter(Mandatory = $true)][string] $Name
    )

    if (Test-Path -LiteralPath $Path) {
        Remove-ItemProperty -LiteralPath $Path -Name $Name -Force -ErrorAction SilentlyContinue
    }
}

function Clear-RegistryKeyValues {
    param(
        [Parameter(Mandatory = $true)][string] $Path
    )

    if (-not (Test-Path -LiteralPath $Path)) {
        return
    }

    foreach ($propertyName in (Get-Item -LiteralPath $Path).Property) {
        Remove-ItemProperty -LiteralPath $Path -Name $propertyName -Force -ErrorAction SilentlyContinue
    }
}

# Policy: Specify wait time to evaluate sensitive content
# Name: L_SpecifyWaitOnSendTimeoutForDLPEvaluation
# Scope: User
# State: Enabled
# Source: outlk16.admx

Set-RegistryValue -Path 'Registry::HKEY_CURRENT_USER\software\policies\microsoft\office\16.0\outlook\options\mail' -Name 'dlpwaitonsendtimeout' -PropertyType 'DWord' -Value 5