Reset Options

 

Always reset to ZipOut On

Check the Always reset to ZipOut On box to always cause ZipOut to reset to the On state immediately after you send an item. This will automatically reset ZipOut to On after you send an item where you have disabled ZipOut by toggling the command bar button to ZipOut Off. The automatic reset of ZipOut to On depends upon whether your are sending a item or saving the item to a folder. The behavior is as follows:

Note  ZipOut will not compress mail items saved to the Drafts folder. This behavior is designed to accommodate the AutoSave to Drafts feature of Outlook. Appointment or Task items that are saved will still compress attachments when the item is saved. If you uncheck the Always reset to ZipOut On box, ZipOut will remain Off until you explicitly turn it back On by toggling the ZipOut On/Off button.