When using Segments to send out emails to Contacts listed in that Segment, it would be beneficial to be able to have those email messages sent from the Salesperson's email assigned to that Contact. This would not only make the email arrive at the recipient's inbox from an expected source, it would also place that email in the Sent Items of the appropriate salesperson. Of course, there need to be credentials installed somewhere that have send-as permissions to the mailboxes of that salesperson, but that is certainly something that can be arranged and tested within NAV.