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How can I use PowerShell to add emails to user's Safe Sender list?
Before proceeding with this guide, ensure you have gone through the complete requirements in this article:
https://support.holmsecurity.com/knowledge/how-do-i-whitelist-a-domain-in-office-365
This PowerShell method goes through every mailbox in your Microsoft 365 tenant and adds several specific email addresses to each user’s Safe Senders list. 
Version-Safe Script
Description of what the script does for you:
- 
Detects whether you’re connected to Exchange Online or on-prem. 
- 
Adds your trusted simulation sender addresses only if not already present. 
- Remember to edit and change the $trustedSenders to the adresses of the domain category you plan to use.
Download here: Add_trusted_sender_VersionSafe.ps1
Notes for Administrators
- 
Permissions: Requires the exchange administrator role. 
- 
Safe to re-run: The script checks existing entries and avoids duplicates. 
- 
Scope: Applies only to existing mailboxes — re-run periodically or through a scheduled task for new users. 
Connecting to Exchange Online
If you haven’t connected your PowerShell session yet, run the following command before initiating the script:
Install-Module ExchangeOnlineManagement
Connect-ExchangeOnline -UserPrincipalName admin@holmsecurity.com
Swap to your admin account e-mail address before running.
Compatibility Overview
| Microsoft Email System | Supported? | How to Run | Notes | 
|---|---|---|---|
| Exchange Online (Microsoft 365) | Yes | Connect via Exchange Online PowerShell ( Connect-ExchangeOnline) | Fully supported. | 
| Exchange Server 2019 / 2016 / 2013 (on-prem) | Yes | Run in the Exchange Management Shell on the server or via remote PowerShell. | Requires admin rights on the Exchange server. | 
| Exchange Server 2010 | Limited | Run in Exchange Management Shell | Limited support; deprecated. | 
| Exchange 2007 or older | No | N/A | Cmdlet not available. | 
| Hybrid (on-prem + cloud) | Yes (with two runs) | Run once per environment | Must connect to each environment separately. | 
