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Ensure all S/MIME signed messages have a label

Verified with Microsoft 365/Office 5568.1000 — updated on September 4, 2026

Microsoft 365/Office 5568.1000

Supported on: At least Windows Server 2008 R2 or Windows 7

Path in the GPO console

User Configuration\Administrative Templates\Microsoft Outlook 2016\Security\Cryptography

Description

This policy setting controls whether Outlook requires labels on S/MIME signed messages. If you enable this policy setting, labels must be attached to all Outlook S/MIME messages before they are sent. Users can attach labels to messages in the "Message Options" dialog box by clicking "Security Settings," ensuring that the "Add digital signature to this message" check box is selected, and selecting a label under "Security Label." If you disable all S/MIME signed messages are not required to have a label, and users cannot change this functionality. If you do not configure this policy setting, all S/MIME signed messages are not required to have a label, but users can change this functionality through the "Message Options" dialog box.

Registry

HKCU software\policies\microsoft\office\16.0\outlook\security

Value name: forcesecuritylabel

Enabled: forcesecuritylabel = 1

Disabled: forcesecuritylabel = 0

Export Builder

BETA

Configure the state, scope and options, then generate .reg, PowerShell, Intune and SCCM outputs — or add the setting to a multi-setting collection.

These exports write the registry — this is not a managed GPO.

.reg file

Windows Registry Editor Version 5.00

; Exported from gporais.com
; Policy: Ensure all S/MIME signed messages have a label
; State: Enabled
; Supported on: At least Windows Server 2008 R2 or Windows 7

[HKEY_CURRENT_USER\software\policies\microsoft\office\16.0\outlook\security]
"forcesecuritylabel"=dword:00000001
More formats (PowerShell, Intune, SCCM)

PowerShell

# Exported from gporais.com
# Policy: Ensure all S/MIME signed messages have a label
# State: Enabled
# Supported on: At least Windows Server 2008 R2 or Windows 7
# Warning: In SYSTEM context (the Intune default), HKCU targets the SYSTEM profile. Run this script using the logged-on credentials.

$path = 'HKCU:\software\policies\microsoft\office\16.0\outlook\security'
New-Item -Path $path -Force | Out-Null
Set-ItemProperty -Path $path -Name 'forcesecuritylabel' -Value 1 -Type DWord

Building a multi-setting collection? Add this setting and generate combined .reg / PowerShell / GPO scripts.

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