Oh , didn ' t know that . Thank you for bringing that up ! <| sep |> 1 . Close off the Security wing , specifically the brig section . Having glassandgrille barriers for cells facing the main hall means your poor brig is a toolbox away from The Great Escape at all times . For the record I think jailbreaks are cool I just wish they were more complicated than CLICK WINDOW 4 SMASH to pull off . 2 . Slipresistant jackboots . Security should not be completely unslipable , but tripping over every wet floor tile midchase is hella obnoxious . 3 . More than one warden slot andor jail guards . Between updating logs , processing many criminals at once because criminals don ' t take turns getting caught , managing the armoury and a ton of other little tasks , the warden is easily the most overwhelming and thankless security job . Having a second warden or a couple of jail guards to process criminals and maintain order would be amazing . 4 . More than one detective slot . Similar to the warden , the detective can be stretched thin just by reporting 2 crimes at the same time . A second detective means pursuing more than one case andor forming a buddycop crimefighting duo .