I'll probably change this based on either the continuing discussion or strategic voting, but this is what I'll start will.
[X] Princess Edda, as she oversees the reopening of a long-dormant silver mine north of Death Pass.
[X] Prince Kazrik, as he builds on his relationship with Nuln.
[X] Gretel, who's apparently spending her newly-earned wealth to make herself at home.
[X] Titus Muggins, who's returned to farming with every avenue of attack defended.
[X] Elder Hluodwica, as the Halflings prepare for their first proper harvest festival in this new home.
[X] Francesco Caravello, proud leader of the Undumgi and possible future Thane.
[X] Soizic, newly elevated to military leader of the Undumgi.
[X] Sir Ruprecht Wulfhart, as the new home of the Winter Wolves takes shape.
[X] Barak Varr, to watch the progress of the canal.
[X] Roswita, as she campaigns through Hunger Wood.
[X] Wilhelmina, to see how she's going when she's not a terrifying financial juggernaut.
[X] The Amber College, to see how your donation of Lustrian eggs is going.
[X] Investigate the aftermath of the Empire's campaigns against the Skaven in Nuln and Ubersreik.
[X] Check in on your fief in Stirland.
[X] Julia, See what she has gotten up to as Stirland's most experienced spy master.
[X] Yes, have one social interaction be initiated by someone other than Mathilde.
I like this idea a lot.