Kaitlin is a one-time hero for 2 turns, used to free our hero from prison, and then she dies. And although she can be bought back at the end of the game in the tavern, her skills are such that it's better not to do so.
Kaitlin can choose who to free. In the 4 prisons, we have:
Orrin without artifacts, Kreg with a sniper bow (!)
I'll try to comment in parts, I don't have more time right now. You shouldn't lose Kaitlin, you even need her – she brings in some money. She returns to the tent without any problems. I didn't understand the thing about Kreg at all. Where does he get a sniper bow? In the editor, it shows that he has nothing.
Practically, you can probably visit the Castle with Kreg on the 7th day, but it's not important, because we will hardly be able to take the full growth in this Castle later, the money goes to expenses in other cities and for the heroes.
we are waiting for Kirr to arrive at the respawn point
Added 9 minutes ago
On day 225, we get into boats in the north of the map, and on day 226, we have another very difficult battle against the quest hero, Fafnir.
It's not clear how and with what you fought the bulls before getting into the boat on the cursed land