due to mature subject matter, viewer discretion is advised. get me a wheelchair. >> it appears an inmate has a self-inflicted injury to his left arm. >> an inmate takes drastic action and leaves his cell a bloody mess, while another -- >> explain this. why you got a homemade cuff key in your property. >> found with dangerous contraband. >> handcuff key is like mainly for my defense. >> looking at probably one of the biggest screw-ups in the united states sitting right here

looking at you. >> an old-timer counts his losses. >> lost my brother, sister, mother, pretty much my whole family's passed away since i've been in here. >> me being home sex wail, i'm like an outcast. i'm likw scum of the earth here. >> and a younger inmate looks forward to hitting the streets. there are more than 102,000 men and women doing time in the florida state prison system. there are more than 102,000 men and women doing time in the florida state prison system. of the 56 state prisons for men, one is considered the end of the line. the place male inmates go when other prisons can't handle them.

the santa rosa correctional institution located in florida's panhandle. >> pretty much predominantly two emotions, it's anger and fear. okay? if you go out acting like an [ bleep ], you're going to be treated like an [ bleep ]. if you step out of line, you're going to get put back in line. >> except for a few brief periods, jack hill has been in florida prisons since 1977. he's been at santa rosa for the past year. >> the one thing this place will do, it will do one of two things. and this is not physical. this is all mental. it will either break you down. you will be filled with hate, anger, you know. the other way is you try to just -- you have to stay focused and after a while that becomes a way of habit. you don't even think about it. you know? you see a bad situation, you try to steer away from it, you know.

>> hill is currently one of the more than 2,800 inmates housed at santa rosa. those considered to be the worst of the worst are assigned to the close management unit. >> we have the largest close management population currently in the state of florida. those inmates are more assaultive and more disruptive than the normal population inmates in the state. the close management inmates, if proven to be an inability to live in population due to repeated disciplines within their department, their disruption of institutions throughout the state, their disobeying orders from staff, their non-receptiveness to the correctional process as a whole. >> the 1,100 inmates in santa rosa's close management unit represent more than a third of the prison's population. they all live under the most restrictive conditions and some hage it better than others. a medical emergency on the unit has required correction staff to respond in hazmat suits. >> let's go!

>> moments earlier, an inmate was discovered bleeding heavily in his cell. apparently from self-inflicted wounds. >> come on. let's go. >> the inmate now being escorted to medical is armando doctor. serving 15 years for aggravated assault with a weapon, doctor has been known to cut himself when under stress. >> out of the way. >> out of the way. >> watch your head. >> go ahead. close the door. >> over here. close the door. medical purposes. >> let me see. >> it's right here on the back of his arm. >> let me get the gauze and clean him up. >> you're not gonna fall. we'll support you. >> a security check. everything was fine in here. about 10:15, 10:20 we heard yelling, commotion.

i stepped in to investigate the noise and found doctor sitting on his toilet, cut his arm in two places, bleeding. i found additional staff to suit up with the precautionary suits to come in and handcuff him and bring him out to medical to check his injuries. >> you got a wheelchair available? >> got one -- >> you need to get him to the front. >> get me a wheelchair. a wheelchair. >> stop moving around. stop moving around. >> be still. let her do what she needs to do >> i'm not doing nothing. >> the cutting incident was not doctor's first encounter with staff today. earlier a disciplinary hearing for masturbating in front of a female correctional officer. >> turned around. found him guilty. i had a feeling he was going to do this.

this is his thing. this is what he does. >> he's kind of noted for doing things like this. acting out by cutting himself if something doesn't go right for him. inmate doctor is very rooted in reality. what you saw, slumped over, his very weak voice, you know, i think it's just manufactured to gain attention. and to try to, you know, send him to a different environment such as our in-patient facilities. >> while doctor received a disciplinary report for the masturbation incident, he will not receive one for cutting himself. >> we don't usually write drs for self-injurious behavior. he'll be checked out by psych, make sure everything's okay. clean his cell up and they'll send him back down to us. >> i want to know what he used to cut himself with. still in the stall or thrown it

out here? it hasn't been recovered. sometimes take the batteries, sharpen them on the ground. makes an excellent razor and enough to handle to slice at will. pretty much check the walkway. make sure nothing got thrown out. >> that's a lot of blood. a lot of blood. >> carton williams serving a five-year sense for possession of cocaine and fleeing police works as a houseman or cell block custodian. >> my job is to feces, blood, chemical agents. i volunteer to be a house man just to get -- i get ten days a month, four months a year of gain time. i'm here 18 months. i'll have money left, i'll go home next year. when i enter a cell, a room that has blood or anything that's a danger to me, a harm to me, i

always be cautious. i tell myself, i've got to protect myself and don't let none of this stuff get on me. that's why i have this suit and the chemical agents and gloves enwhatever else i need to protect. got to be done. go ahead and get it over w don't let it get on -- get back to my cell. >> how did it go? >> cleaning the blood up? it was a lot. it was a lot. this was the first one i did with that much blood. so i guess i'll be more experienced on the next. >> cell's been decontaminated. cleaned out and bleached and body fluids removed. when he's bandaged up by medical he's directly sent back down. in doctor's case, he won't be sit back down. had i.v. fluids in for the loss of blood. he'll remain with the medical staff throughout the rest of the day and be returned to us tomorrow. but his cell's been live decontaminated and it's ready for him to come back.

>> coming up -- >> medical has been notified and is en route. >> officers rush to armando doctor's cell for another emergency. >> he did it again. >> and -- >> that's made out of metal. that's a homemade cuff key. >> a cell search leads to big trouble for one inmate. if you can't put a feeling into words, why try? at 62,000 brush movements per minute,

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my name is christopher. >> i'm vincent serrano. they call me 100. >> we going to go ahead and drop out a new song. hear the beat. hand it out. ♪ if i had if i had a hundred grand lord that's all i need for one big chance ♪ if i don't blow it i'll be good if i had a hundred grand ♪ ♪ lord, i might go off the deep end and blow it all this weekend ♪ ♪ might be just enough to keep the law off my back and keep me

out of trouble the promise i made my mama ♪ ♪ if i don't do that i don't know how to hustle ♪ ♪ hundred grand smoke it like a chimney, better hope i die before i get a chance to spend it ♪ ♪ if i, if i had a hundred grand, lord, i might go off the deep end and go blow it all this weekend ♪ >> night school, baby. >> hey. i know. >> at the santa rosa correctional institution in florida, dreams of what could be run through the imaginations of many. but less so for those who have already spent decades on the inside. >> to be honest with you, probably looking at probably one of the biggest screw-ups in the united states sitting right here looking at you.

>> i've been incarcerated since i was 18 years old. when i was 18 i did a burglary and i received a natural life sentence for it. >> jack hill was convicted of both burglary and assault and although he received a life sentence, he has been eligible for parole three times. >> i've been on parole and violated and i'm back. let me say something about parole real quick. i've heard people say this a lot of times. man, you get parole? what are you doing back? you know? how did you come back? how did you mess up? you know? when you're on parole, you actually live under a more stricter environment than you do in prison. okay? you get a traffic ticket on the street, say you run a stop sign, you're going to pay your little ticket and go about your way. that's not going to happen to me. me, they're going to send me back to prison. so you live with this threat over your head constantly and it's a lot of pressure.

>> these days hill lives with a little less pressure than roughly one-third of santa rosa's inmates. he is housed in a general population unit where there is more freedom of movement and privileges. >> see that right there? that's nectar of the gods. that's nectar of the gods. can't get beer, but you can drink coffee. >> borrowing coffee from a neighbor is considerably more difficult if not impossible for the 1,100 inmates housed in the close management unit. >> both of you, step over here one at a time. >> turn around. >> they're in confinement for violence or other serious rule violations and are subject to frequent cell inspections for weapons, drugs or other forms of contraband. >> turn around, back in the cell. >> right now we're going to conduct a routine cell search on a couple cells up here in wing one. every shift has to shake down a certain amount of inmates every

day, and this is what we'll do. we'll go in there and have them cuff up. they'll submit to the restraints. place them in the shower. go through their belongings in the cell. control the contraband in the institution. we'll go up and we'll pick a number that's random. it kind of keeps them on their toes, because if we were to go in and start searching from cell one all the way down then the others will know, hey, we're going to get searched next. let's get rid of our contraband. doing it at random gives us a good chance to find something if they do have anything up in there. >> this one. this is not right. >> let's see. >> feel this one. feel that one. here. go ahead and open that one. yeah. that's soap. >> what is that? >> whoa. whoa.

>> there we go. >> let me see that. >> look at that. >> what do you got there? >> ma'am, that's a cuff key. that's a homemade cuff key made out of metal. that's a homemade cuff key. this right here can get somebody killed. this is why we do our shakedowns and do them at random. if they knew we were coming we would have never found this. it would have been gone. they would have flushed it. this right here is very serious. >> the key has been discovered in the cell of inmates lionel bowden and fostoe duran, but it was in bowden's deodorant container. >> if we can't find this, no telling what would have happened. we don't know as of now what he was planning to do. >> bowden is serving a 21-year sentence for armed armory. he has been a close management inmate for almost a year after having been caught with a shank. >> yep. look. it fits in here perfect.

the dimensions are just right, because it fell over a little bit, but it fit in there. and it turned. bowden, you want to explain this? why you got a homemade cuff key in your property? >> there's nothing to explain. you found it in my property, you know. >> okay. >> i can't explain it. >> why did you make it? >> in case i need it. >> need it for what? >> i don't know, l.t. some things might require that i might need it. you know, i might -- you know -- >> you're going to escape with it? is that what you're going to do? >> hell no. why would i want to escape? >> okay. i'm going to have you write a statement out. you understand? we need to go ahead and house him alone immediately go ahead and put him on heightened security. okay? >> roger. >> later, bowden explained he

made the key from a battery. >> you take the outside casing. you have to roll it so you'll be able to grip it. that's the point of rolling it for. >> how did you get the dimensions right, though? >> yeah. somebody taught me. >> truthfully i used to make them. sell them at one point. >> the cuff key -- >> $25. >> all right. look. this somewhat we need do. go with him and get the balance of his property packed up. we're going to ship him over and place in heightened security single cell over there. get him out, his stuff packed up and get him out of here. >> sometimes the risk has to be taking. if i make it and get caught, i get the consequences and have to accept the consequences. >> place you on heightened security. go ahead and move you out of the dorm. all right? appreciate your honesty with that. any other comments? turn around. cuff up.

all right. back out. kneel down. black box. >> the black box is a security device placed over bowden's handcuffs to cover the key hole to prevent him from tampering with the lock. >> bowden, you understand you're being placed on heightened security, this will be required every time you exit your cell. right? >> him having a handcuff key is pretty scary. he can turn around, hurt a staff member or being on a transport try and escape on the transport. there's been officers in other states that have gotten killed because they made escape handcuff keys. we don't want that to happen. coming up -- >> bowden, stand right there. >> lionel bowden answers to authorities, and -- >> i know i'm a man but i consider myself a woman.

>> an inmate deals with his identity. >> sentenced as male. so that's the way he's treated is as a male inmate. sleep in sleep out star gaze dream big wander more care less beat sunrise chase sunset do it all. on us. get your first month's payment plus five years wear and tear coverage. make the most of summer... with volvo. we all enter this and we see no reason to stop. so cvs health is creating industry-leading programs and tools that help people stay on medicines as their doctors prescribed. it could help save tens of thousands of lives every year. and that would be something worth shouting about.

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come on. >> like all prisons, the santa rosa correctional institution near pensacola, florida, has strict codes of conduct for inmates. >> the staff of this facility keep very tight reins on this inmate population because if you continue to allow little violations, then they turn into big things and with this caliber of population, we have to manage it this way. >> hey, hey. >> more than three-quarters of santa rosa's inmate population are serving time for violent crimes including assault, rape and murder, but even those convicted of nonviolent crimes are expected to follow all the same rules and protocols. >> they nitpick about every little thing. they're so by the rules here. walk a narrow line. if you do anything outside of

that, this is where you end up, in confinement with nothing. >> tell me about your headpiece. >> my headpiece? this is just a t-shirt, really. this is illegal. i'm not supposed to be wearing this, really. >> jurez williams has been at santa rosa for seven months. >> i've been incarcerated three times all for the same thing. for violation of probation for prostitution. >> williams says he began turning tricks at 12 years old and has been arrested eight times for prostitution. >> prostitution, when you first catch one, it's a misdemeanor. and after the third one, they upgrade it to a felony. and that's what happened with me. from what the judge told me, if i get caught again for prostitution, it would be a five-year sentence.

>> do you still consider going back? >> i can't help it. i cannot help it. if someone gave me like $1 million right now and told me you don't have to do this no more, i think i would just upgrade everything i have and continue doing what i do. >> williams' many mug shots offer a glimpse of his life as a transgender prostitute. >> i'm addicted to it. i don't know why. that's all i can say. >> one time he was even mistakenly booked into a county jail as a female. >> i know i'm a man but i consider myself a woman. on the street i live my life as a woman. on the street i live my life as sharoya taylor. that is not an advertisement. i was taking hormones off and on on the street. i plan on eventually getting the whole surgery done if i ever make enough money to do it. >> but williams' preference to live as a woman makes no difference at santa rosa. that's the way he is treated, as a male inmate. >> though he has spent time in various jails and prisons,

williams finds santa rosa especially hard to deal with. >> i have to deal with a lot of negativity about me being who i am. so with me being homosexual, i'm like an outcast compared to everyone else in here. it's like -- i'm like scum of the earth here. out of all the times i've been in prison, i've never been through this much crap. >> currently, williams has little if any contact with other inmates. he is housed in a single-man confinement cell. >> an inmate, i'm supposed to write a request form for me and said that i was going to make an attempt to escape. >> why would anyone write that? >> i have no idea. they either don't want me to room with them, didn't want me in the dorm. could have been anything. >> the anonymous letter stated that williams was going to kill two correction officers during his escape attempt. williams believes he was framed,

but was placed in confinement pending an investigation. >> sometimes it is hard for us as security to be able to determine which ones may have validity and which ones not. that's why we take them serious when they have to do with anything about escape or staff safety. >> but within a few more days, williams can put his current troubles behind him. he only has one week left on his sentence. >> this is a release. you know, just letting you know all the things that i have to do like i have to go and register as a convicted felon in the county that i'm going home to. and right now i'm just -- i'm overwhelmed with excitement. i just want my freedom. i want to see my friends. i want to see my family. so it's kind of hard being, like, enclosed in here by myself, and i just want to go -- ah! hey. >> coming up -- >> all right, guys. let's see if we can get him up in the wheelchair. >> armando doctor prompts

another emergency response. and later -- >> what were you planning to do with the handcuff key? >> lionel bowden faces a disciplinary review for his homemade cuff key. shoots and burns its way into your day, i hear you. to everyone with this pain that makes ordinary tasks extraordinarily painful, i hear you. make sure your doctor hears you too! i hear you because i was there when my dad suffered with diabetic nerve pain. if you have diabetes and burning, shooting pain in your feet or hands, don't suffer in silence! step on up and ask your doctor about diabetic nerve pain. tell 'em cedric sent you. thover 65 million years ago.rth like our van. yeah. we need to sell it.

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now back to "lockup." due to mature subject matter, viewer discretion is

advised. prisons like the santa rosa correctional institution in florida can be dirty places. blood, sweat, feces and urine are part of the fabric of life here. the task of cleaning that fabric, the inmates' clothes and linens falls squarely on 18 inmates who work in the laundry fall. among them is michael james. >> we operate eight to ten hours a day. you know, we do a lot of different things here. i mean you got fight, stabbings, a lot of stuff that goes on here at santa rosa. it's a level 6 facility. >> some of the worst laundry comes from the close management units. >> violent inmates back there. you know what they're capable of.

it's just a place you don't want to be. florida's most troublesome inmates all in one building. >> the most hazardous laundry is washed separately from all the rest. >> these yellow bags right here, these are the ones that usually come in. we usually don't open them until we stick them into the machine, you know. this is daily. the blood and stuff from cutters and suicide. >> armando doctor, the close management one inmate recently contributed to the latest load of yellow bag laundry when he deliberately cut himself inside his cell. the damage was so severe, he needed a transfusion to replace the blood he lost. two days later, he's cut again. >> see doctor is laid out on the floor. it appears doctor has a self-inflicted injury to his left arm. came up on the crill. he was unresponsive laying on the floor. it became necessary for us to do a life safety check. now he's sitting up restrained. medical has been notified. >> he's been doing this quite a while. probably about his fifth time he's cut.

we've had to pull him out and deal with him this way, and it's getting to be about a monthly thing. >> what's going on with you? why you doing this? >> i tried to talk but nobody wanted to listen. >> who did you try to talk to? did you talk to mental health? >> i tried to get them -- they ignored me. >> did you clair a psychological emergency. >> yes, sir. i'm in fear for my life. >> from who? >> from -- >> who did? >> it looks like you should be in fear of your life from yourself. >> nurse in the building's, see if we can get him up into the wheelchair. >> work with me. get on your feet. watch your step, backing up. >> while inmate doctor has made serious allegations, mental health staff say this is not the first time. after several evaluations, they say doctor has ulterior motives for cutting himself.

>> he's kind of noted for dog things like this if something doesn't go right for him. but what he's doing is not related to his mental health. it's, in my opinion, it's more manipulative. he's trying to get out of something, or he's using us as a way to manipulate the system. so we want to keep an eye on the cutting, because we don't want anyone to die, which he really doesn't want to die. but he could accidentally do it. >> it's a new cut. it's not the same cut as his old, as the previous one. it's a new cut on his left upper bicep up here that's fairly deep. >> ultimately, it's for some type of secondary gain. he's going to continue to do it until he gets what he wants or there's no way of telling. i have no idea what he's trying to get out of it. >> you threatening me. she threatened me. >> before doctor can be brought

back to his cell, it has to be cleaned and disinfected and once again that job falls to houseman carlton williams. >> he did it again. they should have known from the get-go. he was trying to prove a point. >> this time officers have retrieved the object doctor used to cut himself. >> actually looks like a piece of razor blade. actually had a touch of his chin. >> after the cleanup, correction officers removed all things from his cell to prevent another cutting incident. >> it's not for punishment but for his own protection. so it's kind of going to be up to him how far this goes and we're here to actually protect him and we're just going to have to take it step by step. >> doctor will remain under observation for security and mental health staff and given

back his mattress and other possessions once it's determined safe to do so. >> watch your head, doctor. listen to him. lay down. don't want you to get up, okay. >> i told you. >> i know you're going to be good. >> we're not going to leave you unattended. we will come by and check on him. they're very good at what they do and they will make sure that he will stay safe and we'll not allow him to seriously get harmed. coming up -- >> the first time i cut i was in my teens. >> armando doctor explains his actions but then is confronted by correction staff. >> you said to me you got me. you got me, sarge. those were your exact words. you got me. why you going to tell them on camera something different? i walked up and caught you red-handed with it. it's not liko go away on its own.

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nothing changes here. every day is just like yesterday and tomorrow's going to be the same as today. you know, about the only thing that changes here is the faces. after a while even the faces begin to be the same, you know? you know, that's one of the thing about doing time. nothing changes. >> jack hill finds working out to be the best remedy to the monotony of his life at the

santa rosa correction's institution. >> part of the routine we do we'll come out here and walk laps on the track, some guys get into the basketball. me, i'm mainly -- i get into pull-ups, push-ups stuff like that. everybody's got their own little way of getting tension and aggravation -- this is your stress release right here. >> hill has spent most of the past 35 years in prison. besides a few releases on parole, he's had a couple of others of his own making. not long after his conviction for burglary and assault, he was participating in a work release program and escaped. >> i'm working outside. i met a girl. you know? you get to thinking with the wrong head, not thinking like you should. remember, now, you've got a young kid whose never had serious contact like that. she says i love you. i don't want you to leave. okay. let's go. right? jump in the car, we didn't come back. that was my first escape, big escape. i got caught that night down the road. a real crash dummy. >> a year later hill was back on work release.

met another girl and hit the road again. >> from that point on until they got me, it was rock 'n' roll, i was on the run for almost a year. the first one, went to texas. you know? loved texas. went to vegas. left vegas. went to california. left california, went back to texas and left texas and came back to florida. left florida, come to california, then to alabama and s.w.a.t. team got me. >> hill escapes are from another florida prison. no one has ever escaped from santa rosa, but escape was one of the first things that crossed the minds of the staff when they came across a handmade key inside bowden's cell. >> handcuff key is like, you know, mainly for my defense. you know? having a handcuff key is not really usual but sometimes it's necessary, you know, theoretically speaking, you know?

>> bowden who is serving a 21-year sense for armed robbery says this isn't the first time he's received a dr during his time in prison. a disciplinary report. >> i've had possession of a weapon dr, possession of a handcuff key. you know several disrespects. a couple fighting drs. during my seven years since i been incarcerated i felt about four of them confined. >> bowden was already in the prison's close management system when he was caught with the cuff key. >> stand right here. >> 0052. >> now he must face the institutional classification team or ict who could they change his status from close management level two to level one, the highest security level in the entire prison. >> you're currently in class management 2. your classification officer is

recommending upgrade to class management 1. >> what were you planning to do with the handcuff key? >> sell it. >> had you sold one before? >> yes, ma'am. >> how much do you make for a handcuff key? >> about $15, $20. >> you do realize the danger that represents in a high security facility. >> yes, sir. >> for $15 or $20, not only to you but to other inmates and staff,as well? >> yes, sir. >> you realize the consequences? >> yes, sir. >> step out. >> bowden will wait outside, but it only take a matter of moments for the classification team to reach a decision. >> inmate, the institution classification team, we're going to recommend upgrading close management one. this recommendation goes to said classification, and they have the final decision. we're also approving a two-year visitation suspension.

is there anything else you'd like to tell us? >> no, ma'am. >> already considered a high security inmate, an upgrade to level one means that bowden's existing privileges and movements will be even more restricted than before. armando doctor has been a close management one inmate at santa rosa for the past several months. >> i've had him for years since i've been here. it's been a constant struggle but he is one of the more extreme cases we've dealt with in his dorm as far as the constant cutting and the behavior. >> doctor's arms have only begun to heal since two cutting incidents weeks earlier. >> i wasn't thinking at the time. i was just aggravate. i was angry. i couldn't think of anything else. >> i've done it periodically off

and on over the years when i felt that, you know, the situation, it got too tough, that i couldn't deal with it and i might have retaliated physically. so i took the physical retaliation out on myself. >> doctors says his squinting is the result of being poked in the eye while in the infirmary. one of several allegations he has made against staff. >> doctor's allegation against staff was never found warranted. it was checked, but unfounded. he was wanting to be moved out of the dormitory, so he was using those allegations against staff to try to dictate where he could live. >> while staff denies injuring him, doctor has been injuring himself since childhood. >> the first time i cut i was in my teens. growing up in foster care, i felt they had done me wrong

taking me away from my family. you know? i wouldn't talk to nobody. i had a lot of good people that actually tried to take care of me, but my main problem was i never opened up, because at times when i tried, something always happened. so i always kept closed, and due to the fact that you're not my mother, you're not my father. you're not nobody in my blood line, i wouldn't talk and i wouldn't try to be a part of the family. >> since his latest cutting incident, doctor has moved back into his cell and has not received any further sanctions, because the prison does not issue them for self-injuries. >> he's got full property back, and he's allowed all of his outside activities. he was seen by mental health just recently the last few days. he's been doing pretty good. he's been real quiet since he came back this time. we haven't had any issues out of him. >> but the incident that apparently triggered doctor's

cutting was a disciplinary hearing in which he was given additional time on close management level one for masturbating in public. doctor still denies doing so. >> i'm a muslim and we cannot carry ourselves in that manner. if we are alone and we have our thoughts to ourselves, that's another thing, but to openly do that, you know, it goes against what we believe in. so i had to leave that alone. >> don't tell them things that aren't true. >> sergeant mcmackin who was standing by remembers things differently. >> when i walked by you had your privates in your right hand, you dropped it, and you said to me, you got me, sarge, you got me. your exact words. you got me. why you going to tell them on camera something different? i caught you red-handed with it and you said, you got me. yeah, you d yeah, you did. >> i'm the officer that wrote the disciplinary report on him

for the behavior. i physically saw him doing it. by the time i caught him, you know, he said, you got me, sarge. i'll sit down. i'll back away. listen to him telling you the opposite putting me out there on the front street knowing i was the one that caught him. he knew what he did. it didn't make me angry. i expect these inmates to be truthful and treat me the way i treat them. i don't treat them with irresponsibleably or disrespect them. i expect them to do the same for me. it's a respect issue for me. for him to do that right in front of me, it kind of struck a nerve. coming up -- >> i think of what my dad told me back years ago. he said, don't never give up. >> jack hill's personal pledge. and jurez williams celebrates freedom. >> let them know that the bitch back. she's back for her crown. of all these household bugs - roaches, ants, and spiders. spectracide gives you year long control... of just roaches.

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aside from a few failed attempts at parole and two escapes from prison work release programs, jack hill has spent the majority of his adult life behind bars. and those years have been further tarnished by his many losses. >> i lost my father, my grandfather, my grandmother, my great-grandmother, my great-grandfather, you know. i lost my sister. you know, i lost a brother. i lost my mother, my aunt and my uncle. yeah. pretty much my whole family's passed away since i've been in here. i used to take and mail them letters for granted. and i used to take visitations for granted. now i don't have neither. >> hill says his late father's advice is what keeps him going. >> i think about what my dad told me back years ago. he said, don't never give up.

whatever you do, son, don't never give up. you know, i think of the fact that my mother passed away while i was in here. and my goal, my goal is to win my case and have eos, means expiration of sentence stamped, done in full and lay it on her grave and say, mom, i've done it. i've done it. i'm home. >> hill will eventually have another chance to fulfill his goal when he becomes eligible for parole again in the future. but for jurez williams, who has spent seven months here for felony prostitution, the time is now. >> today is my last day in the sentence. i'm getting ready to go home. i'm so happy. i'm trying to contain it right now. >> did you sleep last night? >> no. not at all. i've been up all night and all day. >> santa rosa correction

officers will accompany williams to the pensacola bus station and stay with him until he boards a bus for home. >> how's it feel walking out of here? >> like heaven. like heaven. i'm ready for my freedom. it's been seven months without it. >> okay. >> you're going to receive $50 when you get on the bus. count it out for you. 10, 20, 30, 40 and $50. you'll receive that when you get on the bus. meantime, i'll keep it with your paperwork. >> williams is given state issued clothing but it probably won't compare to the outfit he was first arrested in. >> what were you arrested in? >> some hot shorts and a pair of snow boots and a leather jacket and a nice bra. that was it. >> so what are you thinking about those? >> i guess i like them. >> are you going to be wearing them on the street.

>> no way. no, not at all. i would not wear this on the street. i have clothes at home. so, this is -- i'm going to the trash and burn them as soon as possible. >> williams and another released inmate are loaded on to a transport van and within minutes are outside the confines of santa rosa. >> we're outta here. >> oh, thank god it's over. it's funny. you never really appreciate the small things in life like the trees and the grass until you get out of places like this. >> at the bus station, williams makes a phone call to his sister. he has big plans for his first night home. >> i'm in pensacola, girl. i just got to the bus station. i'm waiting on my bus. i'm going to need a bottle of ciroc and a pack of newport 1000. yes, a fresh pack of newports 1000.

my -- i need a fresh blade to cut my legs. an eyebrow archer. oh, yes. and, oh, lashes. i need my lashes. i want you to put up on facebook, i want you to -- let them know that the bitch is back. she's back for her crown. the bitch. she's back for her crown, yeah, and yeah. that part. so, wait, wait. at the end of it, let them know about it now. >> $50. good luck to you. ♪

due to mature subject matter, viewer discretion is advised. what's going on, lt? >> an inmate known for deviant behavior prompts an emergency response. >> hey, come here and cuff up. come over here and cuff up. >> another inmate turns his fury on two officers. >> he blew up like a roman candle. he went off. >> i slammed him on to the wall. the other little dude