S/MIME interoperability with external clients:

UserNeeds changes for IntuneL_SMIMEinteroperabilitywithexternalclients

Supported on SUPPORTED_Windows7 (defined in the Windows templates)

5568.1000

What it does

This policy setting controls whether Outlook decodes encrypted messages itself or passes them to an external program for processing. If you enable this policy setting, you can choose from three options for configuring external S/MIME clients: - Handle internally. Outlook decrypts all S/MIME messages itself. - Handle externally. Outlook hands all S/MIME messages off to the configured external program. - Handle if possible. Outlook attempts to decrypt all S/MIME messages itself. If it cannot decrypt a message, Outlook hands the message off to the configured external program. This option is the default configuration. If you disable or do not configure this policy setting, the behavior is the equivalent of selecting Enabled – Handle if possible.

What it writes

Hive: HKEY_CURRENT_USER
Registry key: software\policies\microsoft\office\16.0\outlook\security

Why it needs changes for Intune

Policy references a Windows supportedOn definition.
ADMX-INTUNE-WINDOWS-SUPPORTEDON-REFERENCE

Options

Option	Type	Registry value	Allowed values
Behavior for handling S/MIME messagesDefault: Handle if possible	Drop-down list	`externalsmime`	Handle internally`0` Handle externally`1` Handle if possible`2`

Configure and deploy

Choose a state and the option values; the output below is generated from the template for exactly that.

Enabled · User · template defaults

Registry file (.reg)

Windows Registry Editor Version 5.00

[HKEY_CURRENT_USER\software\policies\microsoft\office\16.0\outlook\security]
"externalsmime"=dword:00000002

PowerShell

$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: S/MIME interoperability with external clients:
# Name: L_SMIMEinteroperabilitywithexternalclients
# Scope: User
# State: Enabled
# Source: outlk16.admx

Set-RegistryValue -Path 'Registry::HKEY_CURRENT_USER\software\policies\microsoft\office\16.0\outlook\security' -Name 'externalsmime' -PropertyType 'DWord' -Value 2

The OMA-URI is an inferred ADMX-backed Policy CSP candidate derived from the source ADMX file name and policy name.
Some Microsoft policies use built-in Policy CSP pages whose area names don't match the ADMX file name, so verify the candidate against Microsoft Learn before deployment.

ADMX profile candidate (OMA-URI)

./User/Vendor/MSFT/Policy/Config/ADMX_outlk16/L_SMIMEinteroperabilitywithexternalclients

ADMX SyncML candidate

<SyncML xmlns="SYNCML:SYNCML1.2">
  <SyncBody>
    <Replace>
      <CmdID>1</CmdID>
      <Item>
        <Meta>
          <Format>chr</Format>
          <Type>text/plain</Type>
        </Meta>
        <Target>
          <LocURI>./User/Vendor/MSFT/Policy/Config/ADMX_outlk16/L_SMIMEinteroperabilitywithexternalclients</LocURI>
        </Target>
        <Data>&lt;enabled/&gt;
&lt;data id="L_BehaviorforhandlingSMIMEmessages" value="2"/&gt;</Data>
      </Item>
    </Replace>
    <Final/>
  </SyncBody>
</SyncML>

Intune remediation scripts

Detection

$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: S/MIME interoperability with external clients:
# Name: L_SMIMEinteroperabilitywithexternalclients
# Scope: User
# State: Enabled
# Source: outlk16.admx

$isMatch = Test-RegistryValueEquals -Path 'Registry::HKEY_CURRENT_USER\software\policies\microsoft\office\16.0\outlook\security' -Name 'externalsmime' -Kind 'DWord' -Expected 2
if (-not $isMatch) {
    $reasons.Add('Value mismatch: HKEY_CURRENT_USER\software\policies\microsoft\office\16.0\outlook\security\externalsmime') | Out-Null
}

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

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

Remediation

$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: S/MIME interoperability with external clients:
# Name: L_SMIMEinteroperabilitywithexternalclients
# Scope: User
# State: Enabled
# Source: outlk16.admx

Set-RegistryValue -Path 'Registry::HKEY_CURRENT_USER\software\policies\microsoft\office\16.0\outlook\security' -Name 'externalsmime' -PropertyType 'DWord' -Value 2

History 1 retained release

5568.100010 Aug 2026
- Already present in the first release ChangeIntel keeps.

Template

Internal name: L_SMIMEinteroperabilitywithexternalclients
Namespace: outlk16.Office.Microsoft.Policies.Windows
Template file: outlk16.admx
Release: Microsoft 365 Apps 5568.1000 · file set 8be05d876aae137d…

Definition, editor controls and support

Definition

<policy class="User" displayName="$(string.L_SMIMEinteroperabilitywithexternalclients)" explainText="$(string.L_SMIMEinteroperabilitywithexternalclientsExplain)" key="software\policies\microsoft\office\16.0\outlook\security" name="L_SMIMEinteroperabilitywithexternalclients" presentation="$(presentation.L_SMIMEinteroperabilitywithexternalclients)" xmlns="http://schemas.microsoft.com/GroupPolicy/2006/07/PolicyDefinitions">
      <parentCategory ref="outlk16.Office.Microsoft.Policies.Windows:L_Cryptography" />
      <supportedOn ref="Microsoft.Policies.Windows:SUPPORTED_Windows7" />
      <elements>
        <enum id="L_BehaviorforhandlingSMIMEmessages" valueName="externalsmime">
          <item displayName="$(string.L_Handleinternally)">
            <value>
              <decimal value="0" />
            </value>
          </item>
          <item displayName="$(string.L_Handleexternally)">
            <value>
              <decimal value="1" />
            </value>
          </item>
          <item displayName="$(string.L_Handleifpossible)">
            <value>
              <decimal value="2" />
            </value>
          </item>
        </enum>
      </elements>
    </policy>

Editor controls

<presentation id="L_SMIMEinteroperabilitywithexternalclients" xmlns="http://schemas.microsoft.com/GroupPolicy/2006/07/PolicyDefinitions">
        <dropdownList defaultItem="2" noSort="true" refId="L_BehaviorforhandlingSMIMEmessages">Behavior for handling S/MIME messages:</dropdownList>
      </presentation>

Supported platforms and category

outlk16.Office.Microsoft.Policies.Windows:category:L_Cryptography
<category displayName="$(string.L_Cryptography)" name="L_Cryptography" xmlns="http://schemas.microsoft.com/GroupPolicy/2006/07/PolicyDefinitions">
      <parentCategory ref="outlk16.Office.Microsoft.Policies.Windows:L_Security" />
    </category>
outlk16.Office.Microsoft.Policies.Windows:category:L_MicrosoftOfficeOutlook
<category displayName="$(string.L_MicrosoftOfficeOutlook)" name="L_MicrosoftOfficeOutlook" xmlns="http://schemas.microsoft.com/GroupPolicy/2006/07/PolicyDefinitions" />
outlk16.Office.Microsoft.Policies.Windows:category:L_Security
<category displayName="$(string.L_Security)" name="L_Security" xmlns="http://schemas.microsoft.com/GroupPolicy/2006/07/PolicyDefinitions">
      <parentCategory ref="outlk16.Office.Microsoft.Policies.Windows:L_MicrosoftOfficeOutlook" />
    </category>
outlk16.Office.Microsoft.Policies.Windows:unresolved:Microsoft.Policies.Windows:SUPPORTED_Windows7
<unresolved reference="Microsoft.Policies.Windows:SUPPORTED_Windows7" />
outlk16.Office.Microsoft.Policies.Windows:category:L_Cryptography
<category displayName="$(string.L_Cryptography)" name="L_Cryptography" xmlns="http://schemas.microsoft.com/GroupPolicy/2006/07/PolicyDefinitions">
      <parentCategory ref="outlk16.Office.Microsoft.Policies.Windows:L_Security" />
    </category>
<strings><string id="outlk16.Office.Microsoft.Policies.Windows:L_Cryptography">Cryptography</string></strings>
outlk16.Office.Microsoft.Policies.Windows:category:L_MicrosoftOfficeOutlook
<category displayName="$(string.L_MicrosoftOfficeOutlook)" name="L_MicrosoftOfficeOutlook" xmlns="http://schemas.microsoft.com/GroupPolicy/2006/07/PolicyDefinitions" />
<strings><string id="outlk16.Office.Microsoft.Policies.Windows:L_MicrosoftOfficeOutlook">Microsoft Outlook 2016</string></strings>
outlk16.Office.Microsoft.Policies.Windows:category:L_Security
<category displayName="$(string.L_Security)" name="L_Security" xmlns="http://schemas.microsoft.com/GroupPolicy/2006/07/PolicyDefinitions">
      <parentCategory ref="outlk16.Office.Microsoft.Policies.Windows:L_MicrosoftOfficeOutlook" />
    </category>
<strings><string id="outlk16.Office.Microsoft.Policies.Windows:L_Security">Security</string></strings>