Setup:
Make two sims(these will be your wardens)- a dog is optional
Buy a empty lot
Buy an easel
Max all skills on the wardens with cheats
Make a prison cell(3x3 room with a bed, shower, and toilet)
Make a basement with a bedroom, kitchen, office, and bathroom
Make a 2x2 empty room
Gameplay:
Set money to 10,000
Summon prisoners with 'sims.spawn'
Buy more skill items(piano, woodworking table, ect.)
Make more cells
For each cell you have you can have that amount of prisoners
Get your prisoners to level 10 of any skill and kill them off to earn 10,000 money
Each time a prisoner skills up you get 1,000 money
When bills come you get 1,000 money per prisoner
When a prisoner dies you can get another one
A stray dog can act as a prisoner but instead of skills you train them to do one trick and earn 2,000 money for them