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

Volume 30 Issue 30

Slipstick Systems

Issue Date: October 2, 2025 « Previous Issue | Next Issue »

The following articles were included in our Exchange Messaging Outlook (EMO) newsletter published on October 2, 2025.

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

Support Exchange Messaging Outlook Sponsors

Increase Your Productivity!

ReliefJet Essentials for Outlook is a set of more than 160 tools for performing a wide range of tasks in Outlook: processing email messages, contacts, appointments, meetings, tasks and other Outlook items.

ReliefJet Essentials for Outlook

Today's Highlights »

  • Move Deleted Items to Another Folder Automatically
  • iCloud Calendar (or contacts) Stopped Syncing?
  • Make a List of All Email Addresses Who Sent Mail?
  • Contact Lists in Outlook.com

Move Deleted Items to Another Folder Automatically

A user asked how they could move deleted messages out of the Deleted Items folder, to avoid the automatic 30 day deletion by their mail server.

The easiest way to do this is to not delete the messages, only deleting obvious spam and junk mail.

If you are deleting mail because you want a clean mailbox, use the Archive folder instead. If you click icons to delete mail, click the icon that looks like a file drawer instead. Keyboarders will use the Backspace key, not Delete key.

Either of the above methods work with any versions of Outlook.

Another option is using a Quick Step, which works in new, classic, and web version of Outlook. The advantage is you can choose the folder to move mail to, rather than moving to the Archive folder. Quick Steps can be assigned keyboard shortcuts in the form of CTRL + SHIFT + [number: 1 - 9], which is not necessarily the easiest shortcut to hit.

If you are using classic Outlook, you could use Auto Archive to move the messages to a new PST. VBA is also an option but requires you to lower the macro security.

PowerShell can move the messages and does not require changing the security settings. It can also run from Task Scheduler, avoiding the need to run it manually. If your mail server automatically deletes items in the trash folder that are older than 30 days, you only need to run the PowerShell once every week or two to insure you don't miss any messages. You will need to have classic Outlook open before the PowerShell runs.

Because the Deleted items folder can contain calendar and contact items, PowerShell checks to see if the item is a mail item. You can use this PowerShell to move messages to any folder if you change the folder designations.

$outlook = New-Object -ComObject Outlook.Application
$namespace = $outlook.GetNamespace("MAPI")

$fromFolder = $namespace.GetDefaultFolder(3) # Deleted Items folder
$moveto = $fromFolder.Parent.Folders("Hold Deleted For Review")
$items = $fromFolder.Items
$EmailCount = $items.count

for ($i = $EmailCount; $i -ge 1; $i--) {

# Get the current item
$item = $items.Item($i)

# Check if the item is a MailItem
if ($item -is [Microsoft.Office.Interop.Outlook.MailItem]) {
$item.Move($moveto)
}
}

The PowerShell and instructions to use PowerShell are at Move Deleted Items to Another Folder Automatically

iCloud Calendar (or Contacts) Stopped Syncing?

I’ve had several people come to me this week with problems syncing their iCloud calendar. Some were using classic Outlook and the iCloud add-in, while others were using new Outlook.

The solution is more or less the same for either app: remove the account and add it back.

In new Outlook this is straight forward: Remove the account. If you have the account set up in new Outlook on another computer or on Outlook mobile, you can try the option to remove the account from this computer. If it still won’t sync, remove it again and when asked if you want to remove it from all devices, say Yes. This clears the mailbox cache on the Microsoft cloud servers.

I usually recommend waiting a few minutes before adding the account back.

If you remove the account from all devices, you’ll also need to add it back on this devices (but won’t be asked if you want to remove it from all devices.) Note: that option doesn't actually remove the account from the other devices, so you'll need to remove it before adding it back, but deleting the cache from the server breaks the sync to the other devices.

If you are using classic Outlook and the iCloud add-in stops syncing, sign out of the iCloud app and sign back in. Turning off Outlook sync and the re-enabling it won’t work, because that doesn't reset the iCloud data file in Outlook.

Make a List of All Email Addresses Who Sent Mail?

A user wanted to make a list of all addresses he’s received mail from. “I would like a list of all addresses who sent me mail. I know I can open each message and copy and paste the addresses, but it would take me forever. “

That is possible and actually easy if you have classic Outlook: export the mail to a CSV.  When you use the Export wizard, you can clear the default field mapping and export just the From name and From address fields. If you are exporting the Sent Items folder, export the To name and To address fields.

If you file mail in folders, you’ll need to export each folder separately to a new CSV.

1. Select the folder you want to export then go to File > Open & Export > Import/Export.
2. Select Export to a file then click Next.
3. Select Comma Separated Values, click Next.
4. The folder you have selected in Outlook should be selected in the Choose the folder you want to export from dialog. If not, select it. Click Next.
5. Click Browse to choose the location and enter a name for the exported file. Click Next.
6. On the next screen, click Map Custom Fields button. If the button is grayed out, click to add a check to the box to the left of “Export "Email messages" from folder: [name]”
7. Click the Clear Map to remove default fields.
8. Drag the name and address fields to the right side of the dialog to add them to the export.

After the export is finished, open the file in Excel and run Remove Duplicates. It’s in the Data Tools section on the Data tab.

If you just want to see the list of addresses in classic Outlook, you can install a custom form field (*.CFG) that exposes the Sender address field in the message list. You can use this in custom views and select all, copy, and paste the list into Excel or other application.

The CFG file and instructions are in this article: How to display the sender's email address in Outlook

Contact Lists in Outlook.com

Microsoft changed how Contact Lists are displayed in the address book when you click the To button in Outlook on the web or new Outlook.

They are no longer in a separate group, but are listed at the end of Contacts.

Tip: If you know the name of the list, no need to click To and search for it. Just start typing it in the To field and let Outlook find it for you.

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."

Classic Outlook issues with service assisted search for shared mailboxes

Error opening encrypted emails from classic Outlook: "Configuring your computer for Information Rights Management"

Outlook GPO Update for “When sending a message” policy

Other Resources

Limiting Onmicrosoft Domain Usage for Sending Emails | Microsoft Community Hub

Volume 30 Issue 30 was last modified: October 10th, 2025 by Slipstick

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

Latest EMO: Vol. 30 Issue 31

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.
  • 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
  • Delete Empty Folders using PowerShell
  • Warn Before Deleting a Contact
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

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

Delete Empty Folders using PowerShell

Warn Before Deleting a Contact

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.