Dorian: Used upgrade number 2 to get my friend back from Montreal to St. John's via Halifax (although he is waitlisted on the Halifax-St. John's portion, I think he will clear that as well as there are J seats available just no upgrade seats). He was most appreciate for the seat plus the lounge access it confers.
He is another University Prof and will mark papers while in Executive Class. I travelled with him on only one DASH 8 flight from Quebec to Montreal before we parted ways. The agents were very helpful again in trying to accommodate my request to get him upgraded even though we were not travelling together on any jet flights.
Have a couple of more transcontinental flights over the next few days so will see if I can use more.