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A1vin

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There are some methods of freeing prisoners in the game (ransom, war, rare event), but one method is sort of missing. A planned escape through a plot would probably be one of the most common means of escape, yet other than trough random events there are no way of facilitating this.

A simple plot to attempt an escape would offer an alternative when no other means are available.



Also, the possibility to offer to pay the ransom of foreigners would be nice, especially if they were an ally of yours, or betrothed to you or your son.
 
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Metanetwork

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With Way of Life, it is possible to attempt to free someone if you have intrigue focus. It's been a long time since I tried it myself, but I often see tsee the AI free their children that way.

I agree 100% on offering to pay the ransom of people outside your court. I can't always go off my chosen focus and I hate it when an important landed character is jailed.