Escape From Colditz (2 player): How do you deal with all your POWs being in Solitary?
That is a known problem for which players usually agree to home rules.
I would suggest two such home rules:


Prisoners in confinement are automatically released after a few turns (this copes with the rolling doubles problem). Just put each prisoner piece on one side of the cell and move it each turn to the other side, when it should go through the wall release it.
When releasing prisoners in this way from Solitary, place them directly in the roll call spaces, where they cannot be taken again.


This way the Security Officer cannot mount a "capturing machine" that effectively blocks the prisoners actions. Also remember that the guards cannot block rooms and alleys entrances.