My guess today is Tom Dart, the sheriff of Cook County.

My local sheriff probably seems like an odd choice if someone to bring on the show, but

that's only because you don't know Tom Dart.

We are the only jailed prison in the country that does not have any variation of solitary

confinement.

Welcome to People I mostly admire with Steve Levitt.

He's made time magazines annual list of the 100 people who shape our world, and he's

one of the most creative public servants that have ever met.

I also have an ulterior motive for bringing Sheriff Dart on the show.

We've been working together on a pilot program that I hope will one day transform criminal

justice.

It's a project that could have a bigger social impact than anything else I've done in my

life.

So when I hear the word sheriff, my mind immediately goes to the Wild West, six shooters,

cowboys, train robberies, what are your actual responsibilities as a modern day sheriff?

You know, it is actually fascinating because I've had at different points in my career

reason to research the history behind Sheriff, to see where it came from, and it really

does go all the way back to the days of old in England with the infamous Sheriff and

Adi Hamm and so on.

And so a lot of the different things that are attached to Sheriff have been this constant

evolution from the very, very ancient times to today.

To be frank with you, there were some vestiges that are very similar to hundreds and hundreds

...