You're playing God. You're assuming that you'll get it right, that your programming is up to the task, that you're able to understand the intricacies of every inmate's biology.
Now, I'll grant that you're a good deal better at dealing with people than Acumen was, but you're still an artificial intelligence, a computing program, and programs are written by people. People make mistakes. If you make a mistake, the consequences could be devastating.