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Volume 31 Issue 20

Slipstick Systems

Issue Date: October 20, 2026 « Previous Issue | Next Issue »

The following articles were included in our Exchange Messaging Outlook (EMO) newsletter published on October 20, 2026.

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

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Today's Highlights »

  • Classic Outlook Is Getting a Visual Refresh
  • Office 2021 Support Has Ended
  • Coming Soon: Automatic Template Replies in Rules
  • Reminder: Before You Get a New Phone
  • Outlook for Android: Select Multiple Search Results

Lots of little things this week...

Classic Outlook Is Getting a Visual Refresh

Not a full makeover, but a modest interface update with refreshed icons and improved spacing and alignment. Beginning in November 2026, Microsoft plans to roll out this “visual update” to make classic Outlook look more like new Outlook, Outlook on the web, and Outlook for Mac, helping users find commands more easily.

The changes are purely visual. All existing features will continue to work as before.

I have not seen the new icons yet, but I hope Microsoft does not bring the subdued icons from new Outlook and Outlook for Mac to classic Outlook. I prefer classic Outlook’s more colorful icons, as well as its theme in new Outlook and Outlook on the web.

Microsoft has not said whether every version of classic Outlook will receive the update. In the past, new icons were limited to Microsoft 365 and were not added to perpetual-license versions.

Office 2021 Support Has Ended

Support for Office 2021 and its related apps ended on October 13, 2026. Users will no longer receive security updates or technical support. To remain protected and supported, individuals and organizations still using Office 2021 should upgrade to Office 2024 or subscribe to Microsoft 365.

Although home users may be less concerned about security updates, businesses and other organizations should strongly consider upgrading.

Coming Soon: Automatic Template Replies in Rules

Starting this month, new Outlook for Windows and Outlook on the web will add a Rules action that automatically replies using saved templates. The feature will first roll out to Targeted Release customers in late October into November 20206, with general availability planned for December 2026.

From Microsoft 365 Roadmap ID 567318

Reminder: Before You Get a New Phone

If you use two-factor authentication (2FA) with an authenticator app, confirm that each account has at least two other sign-in or recovery methods before you erase or trade in your current phone. For Microsoft accounts, do not rely solely on text messages. Add two recovery email addresses or set up an authenticator on another device.

On the new phone, you will usually need to verify each account again in the authenticator app. Some apps, such as Authy, store account information online and sync it to a new device, but others do not.

If possible, keep the old phone for at least a few days before trading it in. Because authenticator apps work over Wi-Fi, you can use the old phone to retrieve the codes needed to set up the new one.

I keep my old phones (because they are usually about five years old and have little trade-in value). This makes it easy to restore authenticator accounts or approve a sign-in when my new phone is unavailable.

Outlook for Android: Select Multiple Search Results

Microsoft is bringing Outlook for Android closer to feature parity with iOS by allowing users to select multiple search results and apply bulk actions, such as deleting all selected messages.

This capability is already available in mail folders, where users can press and hold the first message, then tap other message avatars to select them. Adding it to search results will make mailbox cleanup easier.

The feature should begin rolling out soon.

New & Updated Outlook Support Articles

Classic Outlook issues with service assisted search for shared mailboxes

Copilot buttons are missing in classic Outlook for Windows

Voicemail audio attachments might not be visible in classic Outlook

Other Resources

Add Holidays to Outlook's Calendar
Create a Custom Holiday File (HOL) to share any type of all day event with other Outlook users. We include a sample file that counts the days since Jan1 and the number of days left in the year.

Microsoft 365 (AI at Work) Roadmap
A searchable list of new and upcoming features for Microsoft 365 apps.

Office 2016 Administrative Template files (ADMX/ADML) and Office Customization Tool
This download includes Group Policy Administrative Template (ADMX/ADML) and Office Customization Tool (OPAX/OPAL) files for Microsoft Office Professional Plus 2016 and Office 365 ProPlus 2016 apps.

Volume 31 Issue 20 was last modified: October 27th, 2026 by Diane Poremsky

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  • Use Classic Outlook, not New Outlook
  • Disable "Always ask before opening" Dialog
  • Deleting Auto-Complete Entries No Longer Works
  • Add Holidays to Outlook's Calendar
  • Reset the New Outlook Profile
  • How to Hide or Delete Outlook's Default Folders
  • How to Remove the Primary Account from Outlook
  • Online Services in Outlook: Gmail, Yahoo, iCloud, AOL, GoDaddy
  • Change Outlook's Programmatic Access Options
  • Adjusting Outlook's Zoom Setting in Email
  • Daily Calendar Time Display in Outlook
  • Microsoft Account Aliases vs. Separate Accounts
  • Deleting Auto-Complete Entries No Longer Works
  • 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
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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

Daily Calendar Time Display in Outlook

Microsoft Account Aliases vs. Separate Accounts

Deleting Auto-Complete Entries No Longer Works

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

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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