Sharepoint Task Not Syncing with Second Assignee's Outlook Profile

Using Outlook 2010 and Sharepoint 2007

If Sharepoint Tasks are assigned to ONLY me, or just one person, they show up and sync correctly within Outlook 2010 task lists and the To-Do list.  If this same task is assigned to two people, only the first person who is assigned the task has it show up on their "Other Tasks" or To-Do List.

For Clarity:
In Sharepoint
Assign Task to Admin1 - Task syncs correctly between Outlook and Sharepoint.
Assign Task to Admin1 and Admin2 - Only Admin1 has task show in Outlook.

I assume this has something to do with not being able to assign a task to multiple people in Outlook.  Is there anyway around this?  Or is this not the issue?

Thanks