• Outlook User
  • New Outlook app
  • Outlook.com
  • Outlook Mac
  • Outlook & iCloud
  • Developer
  • Microsoft 365 Admin
    • Common Problems
    • Microsoft 365
    • Outlook BCM
    • Utilities & Addins

Office 365: Send using Mailbox Alias Addresses

Slipstick Systems

› Outlook › Office 365: Send using Mailbox Alias Addresses

Last reviewed on April 7, 2025     5 Comments

Applies to: Office 365 Exchange

A popular request by Exchange account users is the ability to send from proxy addresses or secondary aliases on a mailbox. Outlook.com accounts have been able to send using these proxy addresses for some time, but the capability was not added to Office 365 business mailboxes at the same time.

I have an Office 365 Exchange subscription for myself and have 3 different email addresses assigned to my mailbox. I receive email from all addresses in OWA, but I can only send email from one of the email addresses. How can I setup the other 2 email addresses to be able to send email from them, and display them as the sender address?

This is now possible, if the Office 365 administrator enabled the capability to send from aliases using PowerShell.
Set-OrganizationConfig -SendFromAliasEnabled $True

If you are the administrator and want to see if proxy address support is enabled, use
Get-OrganizationConfig | Format-list SendFromAliasEnabled

When it is enabled for the organization, users will need to enable it in Outlook on the web's Settings > View all Outlook settings > Compose and Reply and enable the addresses they want to enable as a proxy address. Addresses that are not checked cannot be used to send email!
enable proxy addresses

Once the addresses are enabled, Outlook on the web and Outlook mobile will list the proxy addresses in the From field when composing a message, just as it is in Outlook.com.

This screenshot is from Outlook on the web:
choose the address to send from

In Outlook desktop, the user will need to add the address to the From menu using the Other Email Address dialog the first time they send from it.
add the alias to outlook

Once the address is used, it remains in the account list for future use.
select the from address

When the recipient receives a message from an alias address, the From and Reply To field will show that address.
recipient sees the alias

If you are using a version of Exchange server that does not support proxy addresses, you need to use a utility to send from the additional addresses on your mailbox.

 

Tools

MeetOnBehalf

MeetOnBehalf is a utility for Outlook desktop (Windows) users who need to send meeting invitations from their alias addresses.

Proxy Manager

Proxy Manager lets you send emails from Outlook using any alias (proxy) SMTP address with an arbitrary display name from your Exchange account, hosted or on-premises. There are no server components, everything is done on the client side - just install Proxy Manager, and you are ready to go! Select one of your proxy addresses and click Send. Outlook 2010, 2013, 2016 and 2019 are supported.

ShowAlias for Outlook 365

ShowAlias allows an Outlook 365 user to see if an e-mail has been sent to the main (default) e-mail address or an alias address. This is an Office 365 addin and works with Office 365 and Outlook.com mailboxes in Outlook desktop and Outlook on the web.

SmartReply 365 for Outlook

SmartReply 365 is an utility for Outlook desktop (Windows) users who have enabled the Microsoft feature to send emails from an alias in Office 365. This utility will automatically populate the proper From: address when you reply to or forward a message received as alias. In other words, if you get a message addressed to jdoe_alias@contoso.com and hit Reply(Reply All, Forward) button, the replied/forwarded message will have jdoe_alias@contoso.com in the From: field. The utility is an Outlook COM add-in.

More Information

Send Messages Using Additional Exchange Addresses - this page includes a list of utilities that can handle proxy addresses.

Office 365: Send using Mailbox Alias Addresses was last modified: April 7th, 2025 by Diane Poremsky

Related Posts:

  • Send from Other Addresses using POP3 or IMAP Accounts
  • Exchange Server and Secondary Email Addresses
  • Send Messages Using Exchange Mailbox Aliases
  • Outlook 2016: Outlook.com replies use the wrong email address (Fixed)

About Diane Poremsky

A Microsoft Outlook Most Valuable Professional (MVP) since 1999, Diane is the author of several books, including Outlook 2013 Absolute Beginners Book. She also created video training CDs and online training classes for Microsoft Outlook. You can find her helping people online in Outlook Forums as well as in the Microsoft Answers and TechNet forums.

Subscribe
Notify of
5 Comments
newest
oldest most voted
Inline Feedbacks
View all comments

Victor Ivanidze (@guest_219250)
April 29, 2022 6:00 am
#219250

There exists the freeware add-in named ShowAlias for Outlook 365 that allows an Outlook 365 user to see if an e-mail has been sent to his main (default) e-mail address or an alias address.

0
0
Reply
FRANCOIS Jean-Marc (@guest_219105)
January 24, 2022 6:04 am
#219105

Hello, does this work on outlook desktop edition?
For me it only works for outlook on the web.
Rgds

Jean-Marc

0
0
Reply
Diane Poremsky(@diane-poremsky)
Author
Reply to  FRANCOIS Jean-Marc
January 24, 2022 9:59 pm
#219115

It works in the desktop version too - you need it enabled in the Outlook on the web options and it will work in any of the outlook apps. If the address doesn't show up on the From menu, you need to click Other email address and type it in.

0
-2
Reply
Victor Ivanidze (@guest_218910)
November 25, 2021 6:57 am
#218910

SmartReply 365 add-in for Outlook will automatically populate the proper From: address when you reply to or forward a message received as an alias.

In other words, if you get a message addressed to jdoe_alias@contoso.com and hit Reply(Reply All, Forward) button, the replied/forwarded message will have jdoe_alias@contoso.com in the From: field.

In addition, SmartReply 365 can assign different signatures to different aliases.

0
0
Reply
Dmitry Streblechenko (@guest_218846)
November 1, 2021 1:10 am
#218846

Proxy Manager (https://www.dimastr.com/proxyman/) lets you send using any proxy mailbox address under both Office 365 and on-prem Exchange mailboxes, using both Basic and MFA authentication.

0
0
Reply

Visit Slipstick Forums.
What's New at Slipstick.com

Latest EMO: Vol. 30 Issue 19

Subscribe to Exchange Messaging Outlook






Support Services

Do you need help setting up Outlook, moving your email to a new computer, migrating or configuring Office 365, or just need some one-on-one assistance?

Our Sponsors

CompanionLink
ReliefJet
  • Popular
  • Latest
  • Week Month All
  • Jetpack plugin with Stats module needs to be enabled.
  • Open Outlook Templates using PowerShell
  • Count and List Folders in Classic Outlook
  • Google Workspace and Outlook with POP Mail
  • Import EML Files into New Outlook
  • Opening PST files in New Outlook
  • New Outlook: Show To, CC, BCC in Replies
  • Insert Word Document into Email using VBA
  • Delete Empty Folders using PowerShell
  • Warn Before Deleting a Contact
  • Classic Outlook is NOT Going Away in 2026
Ajax spinner

Recent Bugs List

Microsoft keeps a running list of issues affecting recently released updates at Fixes or workarounds for recent issues in classic Outlook (Windows).

For new Outlook for Windows: Fixes or workarounds for recent issues in new Outlook for Windows .

Outlook for Mac Recent issues: Fixes or workarounds for recent issues in Outlook for Mac

Outlook.com Recent issues: Fixes or workarounds for recent issues on Outlook.com

Office Update History

Update history for supported Office versions is at Update history for Office

Outlook Suggestions and Feedback

Outlook Feedback covers Outlook as an email client, including Outlook Android, iOS, Mac, and Windows clients, as well as the browser extension (PWA) and Outlook on the web.

Outlook (new) Feedback. Use this for feedback and suggestions for Outlook (new).

Use Outlook.com Feedback for suggestions or feedback about Outlook.com accounts.

Other Microsoft 365 applications and services




New Outlook Articles

Open Outlook Templates using PowerShell

Count and List Folders in Classic Outlook

Google Workspace and Outlook with POP Mail

Import EML Files into New Outlook

Opening PST files in New Outlook

New Outlook: Show To, CC, BCC in Replies

Insert Word Document into Email using VBA

Delete Empty Folders using PowerShell

Warn Before Deleting a Contact

Classic Outlook is NOT Going Away in 2026

Newest Code Samples

Open Outlook Templates using PowerShell

Count and List Folders in Classic Outlook

Insert Word Document into Email using VBA

Warn Before Deleting a Contact

Use PowerShell to Delete Attachments

Remove RE:, FWD:, and Other Prefixes from Subject Line

Change the Mailing Address Using PowerShell

Categorize @Mentioned Messages

Send an Email When You Open Outlook

Delete Old Calendar Events using VBA

Repair PST

Convert an OST to PST

Repair damaged PST file

Repair large PST File

Remove password from PST

Merge Two Data Files

Sync & Share Outlook Data

  • Share Calendar & Contacts
  • Synchronize two computers
  • Sync Calendar and Contacts Using Outlook.com
  • Sync Outlook & Android Devices
  • Sync Google Calendar with Outlook
  • Access Folders in Other Users Mailboxes

Diane Poremsky [Outlook MVP]

Make a donation

Mail Tools

Sending and Retrieval Tools

Mass Mail Tools

Compose Tools

Duplicate Remover Tools

Mail Tools for Outlook

Online Services

Calendar Tools

Schedule Management

Calendar Printing Tools

Calendar Reminder Tools

Calendar Dates & Data

Time and Billing Tools

Meeting Productivity Tools

Duplicate Remover Tools

Productivity

Productivity Tools

Automatic Message Processing Tools

Special Function Automatic Processing Tools

Housekeeping and Message Management

Task Tools

Project and Business Management Tools

Choosing the Folder to Save a Sent Message In

Run Rules on messages after reading

Help & Suggestions

Submit Outlook Feature Requests

Slipstick Support Services

Buy Microsoft 365 Office Software and Services

Visit Slipstick Forums.

What's New at Slipstick.com

Home | Outlook User | Exchange Administrator | Office 365 | Outlook.com | Outlook Developer
Outlook for Mac | Common Problems | Utilities & Addins | Tutorials
Outlook & iCloud Issues | Outlook Apps
EMO Archives | About Slipstick | Slipstick Forums
Submit New or Updated Outlook and Exchange Server Utilities

Send comments using our Feedback page
Copyright © 2025 Slipstick Systems. All rights reserved.
Slipstick Systems is not affiliated with Microsoft Corporation.

wpDiscuz

Sign up for Exchange Messaging Outlook

Our weekly Outlook & Exchange newsletter (bi-weekly during the summer)






Please note: If you subscribed to Exchange Messaging Outlook before August 2019, please re-subscribe.

Never see this message again.

You are going to send email to

Move Comment