Windows OS Hub
  • Windows
    • Windows 11
    • Windows 10
    • Windows Server 2025
    • Windows Server 2022
    • Windows Server 2019
    • Windows Server 2016
  • Microsoft
    • Active Directory (AD DS)
    • Group Policies (GPOs)
    • Exchange Server
    • Azure and Microsoft 365
    • Microsoft Office
  • Virtualization
    • VMware
    • Hyper-V
    • Proxmox
  • PowerShell
  • Linux
  • Home
  • About

Windows OS Hub

  • Windows
    • Windows 11
    • Windows 10
    • Windows Server 2025
    • Windows Server 2022
    • Windows Server 2019
    • Windows Server 2016
  • Microsoft
    • Active Directory (AD DS)
    • Group Policies (GPOs)
    • Exchange Server
    • Azure and Microsoft 365
    • Microsoft Office
  • Virtualization
    • VMware
    • Hyper-V
    • Proxmox
  • PowerShell
  • Linux

 Windows OS Hub / Azure and Microsoft 365 / Send from Alias (SMTP Proxy Address) in Exchange Online (Microsoft 365)

March 17, 2024

Send from Alias (SMTP Proxy Address) in Exchange Online (Microsoft 365)

An Exchange mailbox can be assigned a number of additional SMTP addresses, which are known as proxy addresses (aliases). These addresses allow the user to receive e-mails that are sent to different SMTP addresses. Exchange uses the user’s primary SMTP address when sending e-mail. Exchange Online (Microsoft 365) introduces the ability to send e-mails from an additional SMTP address (alias), assigned to a user’s mailbox.

Previously in Exchange, you could use the Send As feature as a workaround when you needed to send mail on behalf of another user’s, group’s, or shared mailbox’s SMTP address.

Sending on behalf of aliases is disabled in Exchange Online by default. To enable it:

  1. Connect to Exchange Online using the EXOv3 PowerShell module:
    Connect-ExchangeOnline
  2. Verify whether your Microsoft 365 tenant allows sending on behalf of aliases: Get-OrganizationConfig| ft SendFromAliasEnabledGet-OrganizationConfig SendFromAliasEnabled
  3. In this example SendFromAliasEnabled = False. To enable sending using proxy addresses: Set-OrganizationConfig -SendFromAliasEnabled $True
    You can also enable this option from the Exchange Admin Center -> Settings -> Mail flow -> Turn on sending from aliases.Enable sending emails as an alias in Microsoft 365
  4. Now you can use Outlook or Outlook for Web to send e-mails from users’ alternate SMTP addresses.

Add an additional SMTP alias to the user via EAC ( Mailboxes -> select the user -> Email addresses -> Manage Email Address types -> add an additional SMTP address) or using PowerShell:
Set-Mailbox max.wolff -EmailAddresses @{add="[email protected]"}
Add a user's email alias in Microsoft 365

A list of all SMTP addresses assigned to a user mailbox can be displayed in this way:

Get-Mailbox max.wolff | fl EmailAddresses, PrimarySmtpAddress

get-mailbox show all email addresses

You can now send an e-mail from any of the additional SMTP addresses.

If you are using Outlook for Web, open your mailbox settings (Settings -> Mail -> Compose and reply). Find out the Addresses to send from section. Here you can check additional SMTP addresses that will be available in the From field when you send an e-mail from Outlook.

Check those of the assigned aliases that you want to use.

Select mailbox SMTP aliases to show in Outlook "From"

Create a new e-mail message and enable the Show From option. You can now choose which SMTP address you want to send the e-mail from.

show 'From' filed in Oultook

Click on the From field, select the SMTP address from the list, and send an e-mail.

select mailbox alias to send fro,

When you trace a message in the Exchange Online logs, it will be displayed with an alias address in the Sender field.

You can use plus addressing in Exchange Online for receiving e-mail delivery, but not for sending.

The Send on behalf of aliases feature only works for mailboxes in Exchange Online and is not available for on-premises Exchange Server.

0 comment
0
Facebook Twitter Google + Pinterest
Azure and Microsoft 365ExchangePowerShell
previous post
How to Increase Virtual Machine Disk Size in VMware
next post
Fixing the Read-Only File System Error on Linux

Related Reading

How to Block Sender Domain or Email Address...

March 17, 2024

Outlook Keeps Asking for Password on Windows

March 17, 2024

PowerShell: Configure Certificate-Based Authentication for Exchange Online (Azure)

March 17, 2024

How to Manually Configure Exchange or Microsoft 365...

March 17, 2024

How to Export MS Teams Chat History with...

March 12, 2024

Configuring Password Policy in Microsoft Entra ID

March 17, 2024

Fix: “Something Went Wrong” Error When Installing Teams

March 13, 2024

Send Emails with Microsoft Graph API and PowerShell

March 17, 2024

Leave a Comment Cancel Reply

join us telegram channel https://t.me/woshub
Join WindowsHub Telegram channel to get the latest updates!

Recent Posts

  • Encrypt Any Client-Server App Traffic on Windows with Stunnel

    June 12, 2025
  • Failed to Open the Group Policy Object on a Computer

    June 2, 2025
  • Remote Desktop Printing with RD Easy Print Redirection

    June 2, 2025
  • Disable the Lock Screen Widgets in Windows 11

    May 26, 2025
  • Configuring Windows Protected Print Mode (WPP)

    May 19, 2025
  • Map a Network Drive over SSH (SSHFS) in Windows

    May 13, 2025
  • Configure NTP Time Source for Active Directory Domain

    May 6, 2025
  • Cannot Install Network Adapter Drivers on Windows Server

    April 29, 2025
  • Change BIOS from Legacy to UEFI without Reinstalling Windows

    April 21, 2025
  • How to Prefer IPv4 over IPv6 in Windows Networks

    April 9, 2025

Follow us

  • Facebook
  • Twitter
  • Telegram
Popular Posts
  • Outlook Keeps Asking for Password on Windows
  • Checking User Sign-in Logs in Entra ID (Microsoft 365)
  • How to Manually Configure Exchange or Microsoft 365 Account in Outlook 365/2019/2016
  • Search and Delete Emails from User Mailboxes on Exchange Server (Microsoft 365) with PowerShell
  • Configuring Password Policy in Microsoft Entra ID
  • Blank Sign-in Screen in Office 365 Apps (Outlook, Teams, etc.)
  • Removing Built-in Teams Chat in Windows 11
Footer Logo

@2014 - 2024 - Windows OS Hub. All about operating systems for sysadmins


Back To Top