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2%% This list of examples has been alphabetized. Please add your example in the proper place. Thanks!
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4[[quoteright:300:[[Film/TheShawshankRedemption https://static.tvtropes.org/pmwiki/pub/images/redding1_6320.jpg]]]]
5[[caption-width-right:300:Get busy livin', or get busy dyin'.]]
6
7->''[[Creator/MorganFreeman Freeman]] plays "Red" Redding, a lifer who knows the ropes at Maine's 'Shawshank State Prison'."''
8-->-- From the DVD blurb for'' Film/TheShawshankRedemption''
9
10You'll find him in just about every prison film and television series ever made. He's the old convict that's been inside as long as anyone can remember--maybe he even received a LongerThanLifeSentence. He knows everything there is to know about how the prison works, and can explain it to new inmates. He tends to have the respect of most of his fellow inmates, except maybe the AxCrazy psychos. He's probably even on friendly terms with the guards or warden, and may have been appointed a "trustee" with certain privileges if he's stayed out of trouble long enough. Oftentimes no-one (except himself) knows just what he did to end up here, and wonders just ''why'' he belongs in jail.
11
12If the central characters decide to break out, the Old Convict probably won't go with them, realising [[NotUsedToFreedom he no longer knows how to survive in the outside world]]. He may die at the hands of the authorities or vicious fellow inmates (maybe in an attack actually aimed at the hero), inspiring the heroes to either escape or seek vengeance. Compare the AlmightyJanitor.
13
14[[JustForFun/IThoughtItMeant Only occasionally related to]] TheCon or the ConMan.
15----
16!!Examples:
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18%%% Zero Context Example entries are NOT allowed on wiki pages. All such entries have been commented out.
19%%% Add context to the entries before uncommenting them.
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22[[foldercontrol]]
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24[[folder:Anime and Manga]]
25* Anchan in ''Manga/RainbowNishaRokubouNoShichinin'', relatively speaking. He's just a teenager, but he's been in prison longer than the others, and he functions as a mentor figure.
26[[/folder]]
27
28[[folder:Comic Books]]
29* Ben 99 in the ''[[ComicBook/TwoThousandAD 2000AD]]'' serial ''Harry 20 on the High Rock''. Seemed more than a little stir crazy. Turned out not to be what he seemed, in more ways than one.
30* Curly in ''ComicBook/HardTime'' is the oldest lifer in State. Coincidentally, his cellmate is the youngest -- 15-year-old school shooter Ethan Harrow. Curly went into prison in his early 20s, and by now is your typical crotchety old man, having come to terms with the fact that he'll never be free again. [[spoiler:The WhereAreTheyNowEpilogue reveals his long-lost granddaughter eventually got him out on appeal, though only because throat cancer left him with mere months left to live.]]
31** Curly isn't much of a mentor, and largely doesn't even consider Ethan his friend. Instead, the mentor role is split between two other inmates: Cole, a thirtysomething career criminal who's been in and out of the joint all his life; and "Fruitcake" Mullins, who is around Curly's age but serving a much lighter sentence. Oh, and Fruitcake is [[spoiler:the only principal character to die of natural causes in prison]].
32** The DistantFinale reveals that [[spoiler:Ethan himself]] served his full 50 years, though he notes that after the first 10 or so he stopped making friends and just did his time quietly.
33* ''ComicBook/{{Knightfall}}:'' Zombie has been a prisoner in ''Pena Dura'' since before Bane was born (rising from the janitor of the medical wing to a MadScientist charged with making Venom serum). He serves as the narrator of Bane's origin story, and is one of the men who escapes alongside Bane decades later.
34* In ''ComicBook/{{Starman}}'' Jake Benetti, AKA "Bobo" Benetti, one of the first metahumans, with a HealingFactor that grants him extra strength, durability and lessened aging, has been rotting for decades in jail. After being released, having served his sentence, he looks at the new world, sighs, and prepares to rob a bank to go back to jail. (Un)fortunately for Bobo, his slow, methodical heist clashes with the Royal Flush Gang's, and he somewhat inadvertently teams up with Starman to beat the thieves. This gets him a brand-new job and a legit career.
35* In ''ComicBook/YTheLastMan'', it is discovered that the idyllic if [[TownWithADarkSecret somewhat secretive]] hamlet Yorick and company stumble across a few months after the {{gendercide}} is populated by inmates of the women's penitentiary just down the road that the remaining guards cut loose. The white-haired woman with a cane and fond memories of working munitions factories during UsefulNotes/WorldWarTwo that was more or less running the place? Doing life for murder.
36[[/folder]]
37
38[[folder:Comic Strips]]
39* In ''ComicStrip/TheWizardOfId'', the Spook has been in the King's dungeons so long, not even Turnkey, the guard assigned to watch him, can remember what he did to be sent there. When asked, Spook says he [[DisproportionateRetribution called the King a "fink".]]
40[[/folder]]
41
42[[folder:Fan Fic]]
43* Wyoming in the ''WebAnimation/RedVsBlue'' fanfic ''FanFic/MurderersRow''. He's the oldest inmate in the prison. Unlike most variants, he never gives out any tips on survival; in fact, Wyoming is a WildCard constantly switching sides, which he's able to get away with due to running a smuggling ring invaluable to the prison's economy.
44[[/folder]]
45
46[[folder:Film - Animated]]
47* Jafar disguises himself as one of these in ''WesternAnimation/{{Aladdin}}'', in a Monte Cristo reference.
48* [[spoiler:"Jack" Andy Beanstalk]] who Puss meets in prison in ''WesternAnimation/PussInBoots''. He provides useful information about "the Great Terror".
49* Chatter Telephone in ''WesternAnimation/ToyStory3''. He has been at Sunnyside Daycare Center for the longest time. [[spoiler:Even before Lotso Bear took it over.]] To help Woody and his friends escape the daycare center, Chatter Telephone detailedly describes the layout of the daycare center and warns Woody that the only way for a toy to escape is to neutralize the Cymbal Monkey's surveillance system.
50[[/folder]]
51
52[[folder:Film - Live Action]]
53* ''Film/TwentyTwoBullets'': While in prison as a teenager, Charly had a mentor known as 'the Old Timer'. It was the Old Timer's murder that pushed Charly back into the underworld in order to extract revenge, and ultimately led to him becoming a mob boss.
54* ''Film/{{Andersonville}}'' provides a prisoner of war version Dick Potter, a friend of Josiah and the others, was captured about a year earlier, is missing a leg and appears prematurely old as he shows them around the prison and gives tips to survive it.
55* ''Film/BigStan'': Stan's cellmate Shorts is about seventy years old and is an amiable man who knows the lay of the land and is serving a life sentence for drunkenly killing his wife, a crime that he regrets.
56* Stroud in the latter half of ''Film/BirdmanOfAlcatraz'', having grown into this role over the course of his years in prison.
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58* ''Film/TheDarkKnightRises'': After Bruce is dumped in the pit, the only other prisoners to really interact with him and provide {{Exposition}} are two older men. One of them (the prison doctor) has been incarcerated since Bane was a prisoner, about twenty years ago.
59* Coach in ''Film/DeathRace''. His sentence was actually over years ago, but he stays in prison because he has nowhere else to go.
60* ''Film/EscapeFromAlcatraz'': English claims to have only been in Alcatraz for 10 years by that point, but it's ''Alcatraz''. Those years have turned him into a rather jaded sort, especially since his disproportionate punishment (for killing two men in self-defense) was racially motivated. He does form an OddFriendship with Frank Morris.
61* Frank Perry in ''Film/TheEscapist''. He is a lifer and has long accepted that he will never see the outside again. Events conspire to cause him to rethink this and start planning an escape.
62* In ''Film/{{Felon}}'', John Smith, who is serving multiple life sentences, fills this role: filling his cellmate Wade in on what he needs to know to survive in prison.
63* ''Film/Fortress1992'': Abraham has been in the prison so long that he's become a 'trustee', a privileged inmate who is entrusted with some responsibilities by the guards. Brennick tries to ask him for help, but he's so jaded that he would rather keep his head down. He does eventually aid the heroes when he realizes that he'll never be allowed to leave by the prison director.
64* Fergus Wilks (David Kelly) in ''Film/{{Greenfingers}}''. Fergus is the one who introduces Colin to gardening.
65* There's the choral conductor in the Korean film ''Film/{{Harmony}}''. She is able to organize the ladies of the prison into a group (not gang).
66* ''Film/HenrysCrime'': In prison, Henry's cellmate is the irrepressible Max, a ConMan who has grown far too comfortable with the familiarity and security of his "idyllic" life behind bars, but one who also helps plant an idea in Henry's mind which will change his life forever: for a man to find his purpose, he must first have a dream.
67* Over the course of the film ''Film/{{Life|1999}}'' (Eddie Murphy & Martin Lawrence) the two characters become this over the course of decades of incarceration.
68* Pop in the original version of ''Film/TheLongestYard'', called Skitchy in the remake, who remains in prison far past his original sentence for having struck a guard who later became the warden. Crewe asks him if hitting the warden was worth an extra 20 years -- Pops/Skitchy hesitates momentarily and says [[spoiler:it absolutely was]].
69** The equivalent character in the British remake ''Film/MeanMachine'' is Doc, who teaches Meehan everything he knows about the prison's goings-on.
70--> '''Doc''': Look at me. Sweet old man, huh? Bit bumbly, full of jailblock wisdom. Cornerstone of the jail, put him with the foundations, right? Right. [[DarkAndTroubledPast I didn't get to be the oldest con for breaking windows]].
71* ''Film/MadMaxBeyondThunderdome'': Pig Killer has been working in the methane plant against his will for some time and briefs Max about the place when he first shows up. He hasn't been down there ''that'' long, though.
72--> '''Pig Killer:''' Down here [a life sentence is] two, three years.
73* The original Zorro becomes one of these in ''Film/TheMaskOfZorro'', after he gives up hope when he is arrested, his home destroyed, and his wife and child apparently killed. After twenty years, though, he finds the strength to break out.
74* Slammer in ''Film/{{Micmacs}}'', who introduces himself by saying that he's been in prison for 3/4ths of his life. He uses his status as an old-time prisoner to distract some drug dealers long enough for Bazil to steal their heroin.
75* Genflou, from the 1952 film version of ''Literature/LesMiserables''; a character who is not in the novel and was created to fill this role in the film version.
76* ''Film/NoEscape1994'': None of the prominent Insiders Robbins interacts with are exactly ''young',' besides Casey and Stephano, but Dysart fits the trope best. He's the second or third oldest Insider (after Killian and the Father), provides some {{Exposition}} (although he's hardly alone in that regard), has noticeable authority (although The Father and Hawkins are higher-ranking), has been a prisoner the longest (about thirty years), and feels that he belongs in prison even when escape is possible.
77* ''Film/{{Papillon}}'':
78** Julot is only in his early middle-age and arrives at the penal colony in the same boat as the others, but he previously spent a decade and a half on Guiana for an earlier offense and acts as a good source of information about the place for his new friends.
79** Cluisot has spent some time on the tree-cutting details, gives Dega and Papillon some tips for staying alive in the swamps, and joins them in plotting to escape.
80* ''Film/PrehistoricWomen'': When David is MadeASlave, he is chained to an elderly slave who tells David of how it all began.
81* Cresus in ''Film/{{Prison}}'', who has been in various prisons since the forties.
82* ''Film/TheShawshankRedemption'': Ellis Boyd "Red" Redding. Also Brooks, though he doesn't seem to be quite as prison-savvy as Red. [[AlternateCharacterInterpretation Or at the very least, it's not as obvious.]]
83[[/folder]]
84
85[[folder:Literature]]
86* 'Low Key' Lyesmith in ''Literature/AmericanGods'' by Creator/NeilGaiman. Like many other examples, there is more to Lyesmith than meets the eye.
87* OlderThanRadio: Abbe Faria in ''Literature/TheCountOfMonteCristo'' by Creator/AlexandreDumas (and its various film and television adaptations). He teaches Dantes everything he will need to know for his new life on the outside, tells him where a fortune is hidden, and his death provides Dantes with his means of escape.
88* In ''Literature/DarknessAtNoon'', while Rubashov has been in other prisons before, and No. 406 had spent twenty years in another prison, No. 402 has known this particular prison for years.
89* In ''Literature/FairyTale'' by Creator/StephenKing, Charlie is imprisoned by the villains as part of their plan to gather thirty-two presumed descendants of the royal family and make them fight to the death. There are thirty prisoners in the dungeon when he arrives, causing Charlie to spend a lot of time with those people as their captors hunt for a thirty-second gladiator, with several of his fellow prisoners filling the old convict role.
90** Charlie's cellmate Hamey gives Charlie some good advice about how to survive, while also helping to educate him about the history of the kingdom (although most of the others help with that as well), and recalls how there were only five prisoners (some of whom have since died) when he was brought to the dungeon.
91** Jackah was brought to the dungeon at the same time as Hamey and is constantly challenging other prisoners to solve riddles.
92** Bult has been locked up the longest out of those who survive to meet Charlie (although the two of them rarely interact directly) and says that when he first arrived the BigBad was hoping to get sixty-four prisoners for the games so there would be more rounds of the death matches (a notion he abandoned due to how long it took to catch people). He isn't a mean person, but is noticeably harder than Hamey or Jackah.
93** Bernd is the only explicitly elderly prisoner in the dungeon, but he's far from the longest-serving one and rarely speaks up.
94* In Creator/DonaldWestlake's ''Literature/HelpIAmBeingHeldPrisoner!'', the protagonist is an inveterate practical joker who is in jail after a prank gone wrong. His Cellmate is an archetype old con trustee and provider of good advice.
95* ''Literature/MaulLockdown:'' Zero's nickname comes from how he's been at Cog Hive Seven since it opened, before prisoners got numbers. [[spoiler:He isn't a real prisoner, but an administrator in disguise.]]
96* General Jan Dodonna in ''[[Literature/XWingSeries The Krytos Trap]]'' serves this purpose for the captured Corran Horn in Ysanne Isard's [[TheAlcatraz Lusankya prison]]. Though he doesn't go not because he doesn't know what to do, but because he's the highest-ranking Rebel prisoner, knows they can't get the other Rebels out, and also knows that if he escapes without them she'll have them killed.
97* Babe Fraser in ''The Stars' Tennis Balls'' by Creator/StephenFry. As this novel is a re-imagining of ''Literature/TheCountOfMonteCristo'', this should not come as a surprise.
98* ''Literature/ThroneOfGlass'' introduces us to Celaena Sardothien, a master assassin sent to mines for almost killing the king. Even though Celaena served only a year in the mine, hardly anyone else sent to the mines lasts more than a few months due to the harsh conditions. Her will and ability to live simples surpassed all others, despite the extremities and being constantly guarded.
99[[/folder]]
100
101[[folder:Live Action TV]]
102* ''Series/DesigningWomen'': T. Tommy Reed, legendary former cellmate of Anthony's during his "unfortunate incarceration." He was so menacing and had been around so long he exerted a weird kind of authority over the cell block, which he used to enforce strict etiquette rules and occasionally force the other inmates to partner him in ballroom dancing.
103* ''Series/TheDukesOfHazzard:'' In "[[Recap/TheDukesOfHazzardS7E7CoolHandsLukeAndBo Cool Hands Bo and Luke]]", the Duke Boys learn a lot of information about the workings of the [[WorkingOnTheChainGang Osage Road Gang]] from another prisoner who has spent six years in the camp [[FelonyMisdemeanor for jaywalking.]]
104* The VillainOfTheWeek of one episode of ''Series/LoisAndClark'' was a bank robber who had been in prison since the Great Depression. After he breaks out a guard mentions a workplace legend that they built the prison around him.
105** The villain of the Season 1 finale was also a former gangster who spent most of his life in prison after being betrayed by his partner- he was also imprisoned in TheThirties, and got out a month before the events of the episode. Both of these episodes were broadcast in the mid-nineties.
106* Francois Villars in the ''Series/MacGyver1985'' episode "The Escape". He explains to Mac how the prison works but does not accompany him when he escapes.
107* ''Series/MarriedWithChildren:'' At the end of the show's visit to England, Al ends up in chains in a dungeon for the crime of stealing a hotel towel. His fellow prisoner is a raggedy graybeard who stole an ashtray.
108* When Earl is in jail in ''Series/MyNameIsEarl'' and looks for a gang to join, he finds that the Old Con gang aren't any more adapted to survival inside the prison than anyone else.
109* On ''Series/OrangeIsTheNewBlack'', Miss Claudette Pelage is this. She is in jail for murdering someone who raped one of her employees. She ends up getting even more time after attacking a guard.
110** Season 6 shows that B Block in Max is a whole block of this known as "Florida" which houses not only old and senile prisoners, but also medicated inmates like Suzanne and transgender inmates like Sophia.
111* Bob Rebadow in ''Series/{{Oz}}''. Despite his delusions, Rebadow seems clued into everything that goes on in Oz.
112** Minor character Whitney Munson has been in even longer, 52 years compared to Rebadow's 32. He's serving a 110 year sentence for strangling a prostitute and possession of opium.
113** Miguel Alvarez's grandfather Ricardo has been in the longest - 54 years as of his final appearance. He dies of Alzheimer's Disease in season 1.
114* ''Series/{{Porridge}}'':
115** Fletcher. Although Fletch has been in and out of prison his entire life rather than spending most of it inside serving a single sentence[[note]]As the show's intro states, the show centres around his latest stint in prison; a ''five-year'' sentence and the most to which he could have been sentenced for the crime(s) he committed at the time.[[/note]], he still fulfills the role of explaining the system to newcomers.
116** A more conventional Old Con is the very ancient Blanco. When we first see him, he's completed a replica of Muffin the Mule in the prison workshop: "You know, him what's on television." (''Muffin the Mule'' was broadcast from 1946 to 1957. The ''Porridge'' episode was broadcast in 1975.) It seems Blanco's been inside for so long that younger prisoners don't know his crime; in his last episode it's established that he was (wrongly) convicted of murdering his wife, but in an earlier one he and Fletch were able to convince Norris that he had loot from a robbery stashed away somewhere. (Although this may simply be a continuity error.)
117** In he sequel series, Joe Lotterby is a former bank robber who used to hang out with the Kray twins and has been in prison for decades after accidentally running over one of his accomplices. To put it in perspective, he served time with Fletch during the original series, and is now currently cellmates with Fletch's grandson Nigel, he's lost count of how long he's been inside.
118* Jarod meets one in an episode of ''Series/ThePretender'' when he's trying to help a wrongly convicted murderer.
119* D.B. Cooper, alias Charles Westmoreland, in ''Series/PrisonBreak''. He is introduced as Fox River's longest-serving inmate (thirty-two years) and he tells Scofield that he has sixty more years left on his sentence.
120* ''Series/PrisonerCellBlockH'' had Lizzie Birdsworth, an elderly, chain-smoking, alcoholic recidivist prisoner, who provided much of the series comic relief. At the series start, Lizzie had already served twenty years in prison. When she is eventually released, she finds she cannot cope with life on the outside and commits a series of crimes to get herself re-incarcerated.
121* ''Series/RobinOfSherwood'' has the nameless insane old prisoner in the dungeon of Nottingham Castle, who constantly refuses to join in escape plans because he doesn't want to leave his pet rat Arthur. He was initially created as a plot device for one episode, but became an EnsembleDarkhorse.
122* Randall spent time in the old cell block and gave the Winchesters information in the episode [[Recap/SupernaturalS02E19FolsomPrisonBlues "Folsom Prison Blues" (S02, Ep19)]] of ''Series/{{Supernatural}}''.
123* ''Series/TheTwilightZone1985'': In "The Convict's Piano", Eddie O'Hara was [[FrameUp framed]] for murder by the gangster Mickey Shaughnessy in 1928. When Ricky Frost meets him in 1986, he has been in prison for 58 years. [[/folder]]
124
125[[folder:Video Games]]
126* In ''Franchise/TheChroniclesOfRiddick: VideoGame/EscapeFromButcherBay'', Riddick encounters an old prisoner in the Single Max section, who among other things asks Riddick what his first kill was like ("that's between me and him" being Riddick's answer), and offers Riddick a reward if he gets rid of a troublesome inmate. In a ShoutOut to ''Film/TheShawshankRedemption'', he's named "Red".
127* Eddie Gordo's backstory from ''VideoGame/{{Tekken}} 3'' is that he was framed by the Mishimas, and while in prison, was trained in Capoeira by the oldest convict interned there. [[DistaffCounterpart Christie]] [[{{Expy}} Monteiro]] is the old man's granddaughter.
128[[/folder]]
129
130[[folder:Web Comics]]
131* In ''Webcomic/GirlGenius'', Tiktoffen is the "man in charge" in the sentient, sapient and homicidal [[MalevolentArchitecture Castle Heterodyne]]. Subverted, as he's actually only been in for three years - but he's still the longest-serving prisoner. People don't tend to last long inside Castle Heterodyne, especially since half the time it's actively trying to kill them.
132** Fixing parts of the Castle gives you points and takes months off your sentence, but it's worth noting that in the fifteen or so years that the Castle has been used as a prison, only one person has ever managed to get enough points to get out.
133* Doyle in ''Webcomic/TheLydianOption'' describes himself as the "welcoming committee" - a human who introduces new human prisoners to life in the alien prison and shows them the ropes.
134* Ian Starshine fills this role at the gladiator camp in ''Webcomic/TheOrderOfTheStick''; his reference to being nicknamed "Red" is a ShoutOut to ''Film/TheShawshankRedemption''. He's not as reliable as typical examples of this trope, though.
135[[/folder]]
136
137[[folder:Western Animation]]
138* In the ''WesternAnimation/FamilyGuy'' episode "Cool Hand Peter", the gang meets an old black inmate who tells them that depsite the fact they were sentenced to thirty days, they're in the jail forever.
139* In the PrisonEpisode of ''WesternAnimation/FunkyCops'', Ace and Dick befriend an elderly lifer who works in the library. [[EveryoneCallsHimBarkeep Everyone calls him Bookboy]] -- and it's been that way for so long he doesn't remember his real name. He helps them using a glider he'd built out of matches over some decades, and the WhereAreTheyNowEpilogue states he disappeared afterwards.
140* ''WesternAnimation/TheSimpsons'': 'The last registered Democrat' who helps the Simpsons escape the government re-education centre in the episode "Bart-Mangled Banner".
141[[/folder]]
142
143[[folder:Real Life]]
144* Age actually can confer status in the prison hierarchy, assuming said old-guy was a life-long criminal who spent much of that time incarcerated.
145* In many states in America, especially California, a growing and aging prison population is a serious problem, due to various "tough on crime" measures such as minimum sentences, three strikes and a very low rate of parole. A large number of inmates who were sentenced to life terms in TheEighties are now in their fifties and sixties, with all the health problems that come with that, and, since the prison system has an obligation to provide inmates with healthcare, they're becoming more and more expensive. It's estimated that a lifer sentenced when he's 37 could cost the prison system up to four million dollars over the course of his life.
146[[/folder]]
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