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Do not prompt about Level 1 attachments when sending an item

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\Security Form Settings\Attachment Security

Description

This policy setting controls whether Outlook displays a warning before sending an item that contains an unsafe attachment that will be blocked when the item is opened by a recipient. To protect users from viruses and other harmful files, Outlook uses two levels of security, designated Level 1 and Level 2, to restrict access to files attached to e-mail messages or other items. Outlook completely blocks access to Level 1 files by default, and requires users to save Level 2 files to disk before opening them. Potentially harmful files can be classified into these two levels by file type extension, with all other file types considered safe. If you enable this policy setting, Outlook will not display a warning when a user sends an item with a Level 1 attachment, which can cause users' data to be at risk. If you disable or do not configure this policy setting, when users attempt to send an item to which a level 1 file has been attached, Outlook warns them that the message contains a potentially unsafe attachment and that the recipient might not be able to access it. Important: This policy setting only applies if the "Outlook Security Mode" policy setting under "Microsoft Outlook 2016\Security\Security Form Settings" is configured to "Use Outlook Security Group Policy."

Registry

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

Value name: dontpromptlevel1attachsend

Enabled: dontpromptlevel1attachsend = 1

Disabled: dontpromptlevel1attachsend = 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: Do not prompt about Level 1 attachments when sending an item
; State: Enabled
; Supported on: At least Windows Server 2008 R2 or Windows 7

[HKEY_CURRENT_USER\software\policies\microsoft\office\16.0\outlook\security]
"dontpromptlevel1attachsend"=dword:00000001
More formats (PowerShell, Intune, SCCM)

PowerShell

# Exported from gporais.com
# Policy: Do not prompt about Level 1 attachments when sending an item
# 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 'dontpromptlevel1attachsend' -Value 1 -Type DWord

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

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