I think we need to be stricter on guards. Some guards are told by the warden to guard an area via staying on a point and most stray away from where the warden asked them to be.
On the other hand, it wouldn't be jailbreak without incompetent guards accidentally paving the way to riots.
On the third of my many hands, stuffty guards become stuffty wardens, who drain the fun for guards and prisoners alike.
On the fourth hand, next to the third, stuffty guards ruin the efforts of good wardens.
On the fifth hand, which kind of crosses behind my back to be with the second, if the guards were too competent riots would be frustratingly impossible.
On the sixth hand which kind of waffles, incompetent guards/wardens cause riots, while good wardens make them less likely.