A genius is required in order to find solutions for the escape. A determined person who sees the world different and always have a plan, even for the unexpected.
A reason worth dying for is required in order to fight against all obstacles and take all the risks. A brother facing execution in 2 months are one those reasons worth dying for.
A waterproof plan is required in order to manage all steps of the break out. Tattoo the blueprints of the prison and all other neccessary details are one solution.
A creative and qualificated team is required in order to ease the workload, and to cooperate and proceed the plan. Find out the characters you need and give them a play in the game. Even the enemies of yours can be loyal and useful.
A secret language creates the opportunity to communicate with each other without getting noticed. Communication is the key for this kind of operations and a secret langugage will make it possible to send messages that nobody else will understand.