Wilson has been working with the sheriff's office for a couple of weeks. It provided him with an initial list of 50 broke inmates it deems likeliest to succeed on the outside while they await trial with the help of a support program, according to the sheriff's chief policy officer, Cara Smith, who said 10 to 12 inmates should be sprung with Wilson's help on Thursday and shares his hope that many more will also benefit in the coming months.