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Volume 30 Issue 33

Slipstick Systems

Issue Date: October 23, 2025 « Previous Issue | Next Issue »

The following articles were included in our Exchange Messaging Outlook (EMO) newsletter published on October 23, 2025.

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

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Today's Highlights »

  • Sync New and Classic Outlook Calendars?
  • Email Links Open New Outlook
  • Can’t See New Mail?

Sync New and Classic Outlook Calendars?

A user asked “My calendar in new Outlook and Classic Outlook are different. How do I sync them?” They went on to add that they are using a Gmail account.

The calendar in classic Outlook only syncs to the server if you use a Microsoft Exchange account. This includes outlook.com and Microsoft 365 business accounts.

When using a Gmail account, classic Outlook will not sync with the Gmail server. You’ll need to use a 3rd party utility or export the calendar and import into new Outlook, if that is the app you are going to keep using.

If you prefer to stick with classic Outlook, you will need a third-party utility. I recommend Gsyncit for syncing Gmail calendar (and contacts) with classic Outlook. It works with Gmail as well as many other servers.

For most users, I don't recommend using both Outlook apps as a rule. If you prefer classic Outlook, there is no rush to move to new Outlook; you can use classic until at least 2029.

If you don't have a preference, new Outlook will sync calendar and contacts with Gmail, Yahoo, and iCloud accounts.

Email Links Open New Outlook

Users frequently complain that clicking mailto links in classic Outlook or on a web page opens a new email in new Outlook.

This is because Windows set the default app for mailto to new Outlook. You need to open Windows Settings, find Default apps then find Outlook in the list. Select the entries that are using new Outlook and choose classic Outlook.

In addition to mailto, .ics (appointments), .msg, .eml, and .oft (Outlook templates) are either set to use new Outlook or are blank and will ask you to choose an app the first time you open an attachment or a file.

Can’t See New Mail?

I’ve has a few questions over the last couple of weeks that went like this “My Inbox folder shows that I have new unread messages, but I can’t see them unless I use Search.”

When you do the search, are the messages in the Inbox?

In my experience with other users since the introduction of the Focused Inbox, the new messages are on the Other tab. If Search shows they are in the Inbox, they are probably on the Other tab.

If you don't like using Focused and Other tabs, you can turn it off.

In new Outlook or Outlook on the web, open View tab > View settings > Mail > Layout. The Focused setting is at the top of the page.

In classic Outlook, click on the By Date filter at the top of the Inbox. “Show Focused Inbox” is at the bottom of the menu. It’s also on the View ribbon as a large button.

In Outlook mobile, it’s in the Outlook Settings menu, under the Mail category.

In Outlook for Mac, you can turn focused inbox off or on from the View tab, select Turn on Focused Inbox or Turn off Focused Inbox.

New & Updated Microsoft 365 & Exchange Server Support Articles

Interest Survey: Copilot for Exchange Server (on-premises) | Microsoft Community Hub
The Exchange Team is exploring the possibility of introducing Copilot for Exchange Server (on-premises) and are asking for feedback from administrators with on-prem exchange servers.

Retirement Date for Office Online Server (OOS) has been Announced | Microsoft Community Hub

Limiting Onmicrosoft Domain Usage for Sending Emails | Microsoft Community Hub

New & Updated Outlook Support Articles

Error when opening classic Outlook: "Cannot start Microsoft Outlook. Cannot open the Outlook window. The set of folders cannot be opened. The attempt to log on to Microsoft Exchange has failed."

Inbox shows incorrect number of unread items in Outlook for Mac

Known issues with classic Outlook Desktop Shared Calendar Improvements

Microsoft Editor is not available in new Outlook for GCC tenants

Volume 30 Issue 33 was last modified: October 28th, 2025 by Slipstick

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Latest EMO: Vol. 30 Issue 33

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  • 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
  • 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
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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

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

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

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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