This little script and associated registry file can help avoid lots of support calls about how to enable or disable cached mode in Outlook.  To make this work you will need to do some manual testing which will give you the ideal values for your environment. 

This registry file assumes that you are trying to modify a profile named Test:

Create the registry file:
Windows Registry Editor Version 5.00
[HKCU\Software\Microsoft\Windows NT\CurrentVersion\Windows Messaging Subsystem\Profiles\Test\13dbb0c8aa05101a9bb000aa002fc45a]
"00036601"=hex:84,19,00,00'

The value above will need to be adjusted for your environment and desired setting.  Here are a few of the standard values:

Once you have the value narrowed down, save the above entry to a .REG file and you can easily apply this registry entry through a logon script by adding:

REGEDIT /S OutlookCachedMode.REG