Send all signed messages as clear signed messages
Verified with Microsoft 365/Office 5568.1000 — updated on September 4, 2026
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 sends signed messages as clear text signed messages. If you enable this policy setting, the "Send clear text signed message when sending signed messages" option is selected in the E-mail Security section of the Trust Center. If you disable or do not configure this policy setting, when users sign e-mail messages with their digital signature and send them, Outlook uses the signature's private key to encrypt the digital signature but sends the messages as clear text, unless they are encrypted separately.
Registry
HKCU
software\policies\microsoft\office\16.0\outlook\security Value name: clearsign
Enabled: clearsign = 1
Disabled: clearsign = 0
Export Builder
BETAConfigure 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: Send all signed messages as clear signed messages
; State: Enabled
; Supported on: At least Windows Server 2008 R2 or Windows 7
[HKEY_CURRENT_USER\software\policies\microsoft\office\16.0\outlook\security]
"clearsign"=dword:00000001More formats (PowerShell, Intune, SCCM)
PowerShell
# Exported from gporais.com
# Policy: Send all signed messages as clear signed messages
# 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 'clearsign' -Value 1 -Type DWordIntune XML
No direct Policy CSP / OMA-URI mapping for this policy. Use the Intune Remediation tab, or ingest the ADMX in Intune.Intune Remediation
# === Detection script ===
# Exported from gporais.com
# Policy: Send all signed messages as clear signed messages
# 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.
function Test-RegistryValue {
param(
[Parameter(Mandatory = $true)][string]$Path,
[Parameter(Mandatory = $true)][string]$Name,
[object]$Expected,
[ValidateSet('String', 'DWord', 'MultiString')][string]$Kind = 'String',
[switch]$Absent
)
try {
$item = Get-ItemProperty -LiteralPath $Path -Name $Name -ErrorAction Stop
} catch {
return $Absent.IsPresent
}
if ($Absent.IsPresent) { return $false }
$actual = $item.$Name
if ($Kind -eq 'DWord') { return ([int64]$actual) -eq ([int64]$Expected) }
if ($Kind -eq 'MultiString') {
$actualValues = @($actual)
$expectedValues = @($Expected)
if ($actualValues.Count -ne $expectedValues.Count) { return $false }
for ($i = 0; $i -lt $expectedValues.Count; $i++) {
if ([string]$actualValues[$i] -ne [string]$expectedValues[$i]) { return $false }
}
return $true
}
return [string]$actual -eq [string]$Expected
}
$checks = @(
(Test-RegistryValue -Path 'HKCU:\software\policies\microsoft\office\16.0\outlook\security' -Name 'clearsign' -Expected 1 -Kind DWord)
)
if ($checks -notcontains $false) {
Write-Output 'Compliant'
exit 0
}
Write-Output 'Non-compliant'
exit 1
# === Remediation script ===
# Exported from gporais.com
# Policy: Send all signed messages as clear signed messages
# 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 'clearsign' -Value 1 -Type DWordSCCM scripts
# Exported from gporais.com
# Policy: Send all signed messages as clear signed messages
# State: Enabled
# Supported on: At least Windows Server 2008 R2 or Windows 7
# SCCM Configuration Item guidance:
# Create a Configuration Item of type "Setting: Script".
# Discovery script: use the Detection script below.
# Remediation script: use the Remediation script below.
# Compliance rule: the Discovery script output equals 'Compliant'.
# === Detection script ===
# Exported from gporais.com
# Policy: Send all signed messages as clear signed messages
# 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.
function Test-RegistryValue {
param(
[Parameter(Mandatory = $true)][string]$Path,
[Parameter(Mandatory = $true)][string]$Name,
[object]$Expected,
[ValidateSet('String', 'DWord', 'MultiString')][string]$Kind = 'String',
[switch]$Absent
)
try {
$item = Get-ItemProperty -LiteralPath $Path -Name $Name -ErrorAction Stop
} catch {
return $Absent.IsPresent
}
if ($Absent.IsPresent) { return $false }
$actual = $item.$Name
if ($Kind -eq 'DWord') { return ([int64]$actual) -eq ([int64]$Expected) }
if ($Kind -eq 'MultiString') {
$actualValues = @($actual)
$expectedValues = @($Expected)
if ($actualValues.Count -ne $expectedValues.Count) { return $false }
for ($i = 0; $i -lt $expectedValues.Count; $i++) {
if ([string]$actualValues[$i] -ne [string]$expectedValues[$i]) { return $false }
}
return $true
}
return [string]$actual -eq [string]$Expected
}
$checks = @(
(Test-RegistryValue -Path 'HKCU:\software\policies\microsoft\office\16.0\outlook\security' -Name 'clearsign' -Expected 1 -Kind DWord)
)
if ($checks -notcontains $false) {
Write-Output 'Compliant'
exit 0
}
Write-Output 'Non-compliant'
exit 1
# === Remediation script ===
# Exported from gporais.com
# Policy: Send all signed messages as clear signed messages
# 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 'clearsign' -Value 1 -Type DWordBuilding a multi-setting collection? Add this setting and generate combined .reg / PowerShell / GPO scripts.