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>> for you it's not a negative for him to spend a lot of time in prison, for your son? it's not a negative for you? >> nah. >> in another context, in another environment, it might be a parent saying to their child, if you don't end up being a doctor i'll still love you. with dooker it was, like, if his son didn't end up being a crip, he would still love him. ♪ >> i love the life i choose. i was born into it, you know what i mean? you're going to end up in prison or in a casket. you know what i mean? ♪ coming up -- >> i'm part of a pretty intimidating group. when we're on the yard, we're ...

Nobody really challenges that. >> a gang leader with a twist. >> i was expecting this mean, tough hardcore guy. and instead, it was this tommy that we came to know. (vo) you are a business pro. seeker of the sublime.

Trust them somewhat. >> one of the gang members the officers cultivated a relationship with was tommy holloman. >> these guys, they know everything. there's a lot of rats at this place. these cops know everything that goes on pretty much. >> we've been hearing about tommy holloman while we were at limon. as the shock collar of the white supremacist gang. when we first encountered him, i was a little taken aback. i was expecting this mean, tough, hardcore guy. instead it was this tommy that we came to know who seemed shy, a little timid. a little withdrawn. >> i have a pretty good heart. my mom...

Another environment, it might be a parent saying to their child, if you don't end up being a doctor i'll still love you. with duker it was, like, if his son didn't end up being a crip, he would still love him. ♪ that's easy gang bang and so backpack before you get your first clip ♪ >> my children. i was born into it, you know what i mean? you're going to end up in prison or in a casket. you know what i mean? ♪ coming up -- >> i'm part of a pretty intimidating group. when we're on the yard, we're 20, 30 deep. pretty big white boys. nobody really challenges that. >> a gang leader with a ...

If you don't end up being a doctor i'll still love you. with duker it was, like, if his son didn't end up being a crip, he would still love him. ♪ >> my children. i was born into it, you know what i mean? you're going to end up in prison or in a casket. you know what i mean? ♪ coming up -- >> i'm part of a pretty intimidating group. when we're on the yard, we're 20, 30 deep. pretty big white boys. nobody really challenges that. >> a gang leader with a twist. >> i was expecting this mean, tough hardcore guy. and instead, it was this tommy that we came to know.