Isnt it more fun to make certain missions or/and challenges like: reach z, get 100 kills. and for return you get some money. I think it will motivate certain people to play more prison.
We had a similar suggestion during the Prison Community Meeting on discord a while back. Didn't really have to think about this one, its a good idea. Would be a nice feature to add on next reset. We will probably see something like this, if a plugin can be made or an existing plugin customized for the server.
We had this Mission thingy back on last reset wich you will have a list of missions along with the rewards you might get if you completed it. Good suggestion tho.