It’s an interesting problem. One of the ways I can imagine it going is if the DLCs ‘The adventures of Sir Hans Capon’ and ‘Band of Bastards’ finish off the Henry storyline, then dropping into a second storyline for the next game with a new character. Could be Henry’s son or a serf who Henry empathises with, since himself came from that lower class upbringing. Or it would be a totally new character and you might meet Henry along the road.
If Warhorse are sticking to a similar period and staying within Bohemia, or broadening more into the Holy Roman Empire, I can’t really see them abandoning the characters developed in this first game to start over completely.
What would be a really cool storyline is if Henry’s son was put into the service of a now wiser Hans Capon. Perhaps learning to become a squire while dreaming of adventure like his father went through. That would get him into all sorts of trouble and produce a very interesting and empathetic relationship between him and Hans Capon.
P.S. Warhorse, if you’d like another writer with a love for history and historical accuracy, please contact me. haha