Recent items in the Outlook attach file menu do not show the latest files

The Outlook File Attach menu has a list of recently opened files, and there is an issue where it does not stay current with the latest recent items.

I'd suggest try clearing the recent items. 

I've made a script to backup and clear the list of recent items. Instructions below.

This clears pinned folders, so afterwards, re-pin your favourite folders in Explorer's Quick access.

e.g. here's my Quick access showing pinned and recent items -
​​

Your recent items are stored in the folder locations below. These are the locations that get cleared when you reset.

• %APPDATA%\Microsoft\Windows\Recent Items
• %APPDATA%\Microsoft\Windows\Recent\AutomaticDestinations
• %APPDATA%\Microsoft\Windows\Recent\CustomDestinations

Script to backup and clear Recent items

1. Copy below code and paste it into Notepad, and save it with the file extension ".bat"
2. Run the .bat file
3. Restart Outlook and test
4. Re-pin your favourite folders in Explorer

robocopy %APPDATA%\Microsoft\Windows\Recent\ %TEMP%\Recent\

del /F /Q %APPDATA%\Microsoft\Windows\Recent\*
del /F /Q %APPDATA%\Microsoft\Windows\Recent\AutomaticDestinations\*
del /F /Q %APPDATA%\Microsoft\Windows\Recent\CustomDestinations\*

taskkill /f /im explorer.exe
start explorer.exe

More resources

• Request more help here