The screenshot looks like they are not using the router.
Have each Outlook Client user go into their personal settings in CRM (click on the cog and then options). When the pop up window loads, click on the email tab. There is a track option. Outlook client users can choose to track all.
This will automatically track any email that they send from Outlook. If it is a personal email that they are writing, they can click the Untrack button before sending the email.
This will ensure that everything gets tracked. If it is found that email is not tracked, then you know that the user specifically chose not to track it
Jason Peterson