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Volume 26 Issue 11

Slipstick Systems

Issue Date: April 22, 2021 « Previous Issue | Next Issue »

The following articles were included in our Exchange Messaging Outlook (EMO) newsletter published on April 22, 2021.

EMO is a weekly publication. To receive your own copy of EMO by email, subscribe here.

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Today's Highlights:

  • Coming soon: Office 365 Exchange Send using Proxy Addresses
  • Send using a different account
  • Calendar is in trash
  • Fixed: Could not read the Calendar

Coming soon: Office 365 Exchange Send using Proxy Addresses

A popular request by Exchange account users is the ability to send from secondary addresses on the account. 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.

It will be available soon. The Office 365 administrator will need to enable it using PowerShell.
Set-OrganizationConfig -SendFromAliasEnabled $True

To see if it is enabled, use
Get-OrganizationConfig | Format-list SendFromAliasEnabled

When it is enabled and working, Outlook on the web and Outlook will give users the ability to choose the sender or FROM from a drop-down list within the compose pane, just as it is in Outlook.com.

If it works like it does with Outlook.com accounts in Outlook desktop software, the alias list is read when you add the account to Outlook. If you later add or remove an alias from the mailbox, you need to remove the account from Outlook and add it back.

When the recipient receives a message from a proxy address, the From and Reply To field will show that address.
For complete information, see

Office 365: Send using Mailbox Alias Addresses

Send using a different account

A user wanted to know how they could send email through an Exchange mailbox when it was downloaded on a different account.

This is a common question, and it has an easy answer, one that applies to all account types.

While it is easy to change the from field when replying to a message, if you want to always use the other account to send mail, you need to add the sending account’s SMTP server, username, and password to Outlook’s Outgoing server settings.

In older versions of Outlook, this is in File > Account Settings > Account Settings. Double click on the account and click More Settings then the Outgoing Server tab. In new versions of Outlook, it’s on the Settings menu > Server settings.

In all versions, you can open Control Panel > Mail and edit the profile. In the Email list, double click on the account then click More Settings

Calendar is in Trash

I’ve had a some questions over the past few weeks asking how the Calendar folder got into the Trash folder. When the user tries to move it over, it won’t move. While the user can create a new Calendar, Outlook won’t use it as the default calendar.

This is a side-effect of using iCloud. When you set up the iCloud in Outlook and use an IMAP account, iCloud moves the Calendar folder into the trash. This is so you don’t have two calendars and use the one that doesn’t sync to the iCloud server.

My recommendation is to leave it in the trash, however meeting requests that come in email will be added to the calendar folder in the Trash.

If you really want the calendar out of the Trash, restart Outlook using the resetfolders switch. This will reset the folder assignments to the default folders for the account and recreate any missing folders.

Close Outlook. Right-click on the Start button and choose Run or press Windows key + R to open the Run command. Type or paste the following into the Open field and press Enter or click OK to restart Outlook. (There is a space before /.)

outlook.exe /resetfolders

Fixed: Could not read the Calendar

Last week I mentioned an error some users experienced when they switched between the Mail and Calendar modules, receiving a message “Could not read the Calendar”.

This bug is fixed. If you were affected by this bug and still have it, check for updates in Outlook then restart it. The fix is installed when you restart Outlook.

New & Updated Exchange KB Articles

Can't sign in to OWA or EAC after you install Exchange Server 2019 CU2 with AD FS

Admin search with date string yields unexpected results or no result

Volume 26 Issue 11 was last modified: October 28th, 2021 by Diane Poremsky

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  • Urban legend: Microsoft Deletes Old Outlook.com Messages
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Recent Bugs List

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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

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Other Microsoft 365 applications and services




New Outlook Articles

Sync Issues and Errors with Gmail and Yahoo accounts

Error Opening iCloud Appointments in Classic Outlook

Opt out of Microsoft 365 Companion Apps

Mail Templates in Outlook for Windows (and Web)

Urban legend: Microsoft Deletes Old Outlook.com Messages

Buttons in the New Message Notifications

Move Deleted Items to Another Folder Automatically

Open Outlook Templates using PowerShell

Count and List Folders in Classic Outlook

Google Workspace and Outlook with POP Mail

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]

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