Hey Samantha,
To summarize, you want to trigger emails to 2 different persons on satisfying certain condition (please correct me if i am wrong).
In this case, you can simply place 2 notification activities with same email content but different recipients, one after the other, right? What difference will that make?
Also, you can try assigning single notification activity to multiple users or groups as the recipients (in the 'To' property of the Notification Activity).
Regards,
Sid