As we manage portfolio level initiatives, it can become important to assign multiple representatives from different teams to initiatives in a certain status
Thank you for the idea!
At this time, the Assignee field can be only used for a single person. While we understand there may be situations where with multiple assignees, using a single person helps to ensure responsibility upon one person.
That said, there is a workaround which may be used. We have a Users custom field which can be applied on initiatives to designate "Assignee 2" in your use case. This would select from the existing users list in your account.
We will continue to monitor this idea for community feedback.