Simon

Head of the Satellite Outpost (Former)

### Cause of Death

Strangled to death by Negan (Alive) Put down by a Sanctuary Resident (Zombified, Off-Screen)

### Ethnicity

Caucasian-American

> "*Everyone! After this is done, we get to work. Just know that I didn't want this, but the Sanctuary must stand. This is not the man to prosecute this conflict. Just wanted to say...a grateful enclave thanks you!*"
> ― Simon's last words to the Saviors before fighting Negan
>
>

**Simon**is a main character in AMC's *The Walking Dead*and the secondary antagonist of the second half of season six, and the whole of season seven and season eight. He is a former high-ranking member of the Saviors, serving as Negan's right-hand man before his betrayal and attempt to take control of the Saviors from Negan.

## Personality

Simon is a sadistic, brutal and articulate man considered to be too psychotic and violent. He has displayed extreme loyalty to his leader, Negan, and as such is highly valued and trusted by the latter. Simon is not beyond using fear and intimidation to achieve his ends and is shown to be completely remorseless, cold-blooded mass murderer and is not bothered by the excessive violence that the Saviors employ. Unlike Negan who chooses to kill a few to save many, Simon is even more bloodthirsty and is willing to wipe out entire groups due to their disobedience to the Saviors.

Simon is not bothered by causing harm to children or the elderly. As the second highest ranking member of the Saviors, Simon held a large amount of power, and also seemed to be a capable leader and strategic thinker. He assumes direct responsibility for the continued subjugation of the Hilltop Colony and takes pleasure in terrorizing both the Hilltop and Alexandria when called upon to do so. He has demonstrated and verbally expressed his admiration for authoritarian leaders, and those who lead by example, something which he himself puts into practice with his uncompromising methods, and strict obedience to Negan.

During the war, Simon has lost patience for Negan's methodology of only killing when an example is to be made. Simon believes the Saviors should simply kill off all the communities that oppose them and instead only spare communties completely loyal to them. Simon gets satisfaction from unarmed men, women and children killed on his orders, merely grinning, displaying how little Simon values concepts such as morality or mercy. Simon is even willing to sacrifice Saviors if it means exterminating his enemies.

## Biography

### Pre-Apocalypse

Simon was born in the late 1960s and grew up in Virginia, however, extensively little is known regarding that of his early life. Simon grew to become a charismatic, efficient and hardworking man who sold subprime mortgages to unsuspecting customers and was fully able to justify his immoral motives to other people even though he was fully aware of his own sinister intentions.

### Post Apocalypse

At some point after the onset of the outbreak, Simon somehow came into contact with Negan and subsequently joined his group named the Saviors, upon where the two developed a firm loyalty towards each other and thus Negan later appointed Simon as his personal second-in-command. At some point later, the Saviors discovered an abandoned factory where together they managed to seize control over where Simon took residence inside, which Negan later established as their central headquarters as well as their personal home which became titled the Sanctuary.

Throughout the following months, Simon aided his leader in terrorizing other survivors and communities they encountered into subjugating to Negan's will; during where he committed several brutal atrocities in order to do so, including murdering innocent people, displaying gruesome acts to implement superiority and fear to other survivors, as well as orchestrating several raids and ambushes to whoever opposed them.

At some point Simon and his men encountered a group of survivors and thus enslaved and forced them to work under Negan's rule. Eventually the group attempted to fight back but they were overwhelmed and defeated. As punishment for their defiance, Simon had every single male above the age of 10 exterminated; something that Negan did not approve of at all. The surviving female survivors later fled their camp and disappeared to a new location.

At some point after discovering the Hilltop Colony, they demanded half of their supplies in exchange for leaving the farming community unscathed, demonstrating their methods and bringing their intentions to light by executing Rory, a 16 year old member of Hilltop. Roughly during the same period, the Saviors discovered another community known as the Kingdom where upon meeting with King Ezekiel they demanded a portion of supplies to be produced in exchange for leaving the community unscathed.

#### Season 6

Some time later, Simon led a group of Saviors on a hunt for Rick Grimes' people, following several attacks that left many Saviors dead. They soon discovered a small group of survivors who had taken refuge in the Viskocil Public Library; the Saviors soon terrorized the group by implementing their strict rules upon them. However, after the group retaliated, the Saviors hanged the member who first initiated the firefight inside a tower before ruthlessly executing each member of the group and allowing them to reanimate. One survivor managed to evade their attacks and escape, prompting the Savior party to pursue them.

##### Last Day on Earth

Simon is first seen when he and his small party hunt down a man in the woods, following an attack staged by the Saviors on the lone survivor's group. They then mercilessly beat him and drag him onto the road, where he and the other Saviors stand and create a roadblock, waiting for Rick Grimes' group to arrive. He stands over the captured survivor and taunts Rick and his crew in their RV as they pull up. Asking for their belongings on behalf of the Saviors, the leader states that negotiations cannot be made and that their proposal stands, prompting the Alexandrians to return to their RV and take an alternate route to Hilltop. Before they leave, Rick and Simon discuss the possibilities of

    their days on Earth being their last, with the latter warning Rick that he should be extra nice to his people in the RV, should their days on Earth be numbered.

After a number of subsequent roadblocks en-route to the Hilltop, the Alexandrians come across yet another barrier created with fallen trees. They witness the Saviors' prisoner's execution as he is hanged with a chain over the side of an overpass, before the roadblock is set ablaze and Simon reminds Rick to look after his people with utmost care. This display startles the Alexandrians, and they make a quiet retreat in search of another route.

Following a failed diversion of Rick's group, Simon greets them after they find themselves surrounded and outnumbered by dozens of Saviors in a small clearing in the woods. Once again demanding their belongings, he declares that the time for negotiations is now over and that the Alexandrians are simply required to listen. Simon lines the group up on their knees before commanding Dwight to present the captured search party (Glenn Rhee, Daryl Dixon, Michonne and Rosita Espinosa). All are brought

    together in the line-up before Simon introduces Negan to the group.

As Negan paces up and down the line-up, Simon points Rick out as the group's leader after he enquires. He is present for the entirety of Negan's monologue, alongside Dwight and the other Saviors, and watches as Negan gruesomely beats Abraham Ford to death with Lucille.

#### Season 7

##### The Day Will Come When You Won't Be

After Negan murders Abraham Ford and Glenn Rhee, he asks Simon what weapons Rick had with him. Simon

    reveals that Rick was carrying a hatchet with him and he gives the hatchet to Negan after being ordered to do so. Negan reveals to Rick that Simon is his right-hand man, and without him, there would be a whole lot of work. Simon stays behind and watches the survivors of Rick's group as Negan grabs Rick by his shirt and drags him inside the RV.

After Negan returns with Rick in the RV and calls Carl Grimes  to him Negan asks Simon for a pen to which Simon replies that he does and tosses him a pen to draw on Carl's arm. After Negan succeeds in breaking Rick and taking Daryl captive, he and the rest of the Saviors take their leave.

##### Go Getters

Simon is shown leading a group of Saviors into the Hilltop and Gregory opens the door for Simon and the other Saviors. He tells them to make themselves at home, and Simon says it isn't a social call. He tells Gregory they should talk in private and Simon tells Gregory that the people he used to deal with are out of play, and takes him into the study. Simon and Gregory are seen staring at a painting. Simon tells him they unleashed the walkers on Hilltop to remind its residents that walkers are still a threat and the Saviors provide a great service by killing them. Gregory said

    the message last night was received loud and clear, and Simon questions him. He says it was management by example, and Gregory agrees. Simon says they worked hard last night to provide him with an example and says people in Hilltop probably forget what the walkers look and smell like, and they were going to clean up the mess so they could show the service they provide. Gregory says they probably learned it all from the Saviors in the first place.

Simon informs Gregory that the Saviors at the Satellite Outpost were killed by Rick and the Alexandrians, but Gregory pretends this is news to him, and Simon says the people that killed them work for Negan now. Gregory tells Simon to tell Negan that he understands how to cross the aisle. Simon says there's no need, and that he is Hilltop's Negan now. The two come to an understanding and Simon asks if there's anything else he should be made aware of, and Gregory stays silent however he eventually tells them there actually is.

Gregory leads Simon to the foyer closet and opens it with the intention of handing over Maggie Rhee and Sasha Williams. Instead, he finds boxes of scotch and Simon claims Negan will be pleased and orders a nearby Savior to put the liquor in Negan's truck. He then has the Saviors go through the entire house and take half of their supplies. He also notes that he will take the painting. Simon asks Gregory to kneel before they continue, and Gregory instantly does with little resistance. Simon tells him it's a solid kneel, and pats his head like a child. He and the Saviors leave.

##### Rock in the Road

When Negan discovers that Daryl escaped the Sanctuary and murdered Fat Joey, he orders an operation to track, capture and kill Daryl by visiting Alexandria, his assumed destination. Simon immediately volunteers to lead the

    mission. He later arrives with a group of a dozen Saviors, moments after Rick's group's return to Alexandria. Rick innocently wonders why they are back so soon for tribute, so Simon tells him they're searching for Daryl.

The Saviors ransack Alexandria but come up empty. Simon notes that the pantry shelves are bare but Aaron explains they're having a hard time scavenging, and Simon mocks the community. As the Saviors leave, he apologizes for messing up the town, and hops in a truck. Before driving off, he tells Rick that if Daryl shows up there is no statute of limitations on the punishment and reminds him that the next supply pick-up is nearing.

##### The Other Side

Simon and his men returned to the Hilltop Colony and are still looking for Daryl. He spends some time with Gregory and they both agreed that if there is any trouble in Hilltop, Gregory will come to the Savior's compound and they will take care of it. While there, Gregory takes Simon in the medical trailer, where Simon tells Dr. Harlan Carson that they need his services at the Sanctuary. Harlan correctly guesses that his brother, Emmett Carson, the Sanctuary's former doctor, was killed. In exchange for taking Harlan, Simon gives Gregory a crate of aspirin.

    Gregory pulls Simon aside and assures him that he's an ally of Negan. He explains that he needs to hold on to his people's trust; otherwise, someone less cooperative (Maggie) would take over. He hints that he might eventually need Negan's help quelling insurgents within the community. Simon gives Gregory a hand-written note that will grant him entry into the Sanctuary should he ever need to seek their help. The Hilltop residents gather at the gates and watch Simon and the Saviors leave with Harlan.

##### The First Day of the Rest of Your Life

Simon is among the Saviors out on the road to inspect the fallen trees blockade and as several Saviors are clearing them out, he asks Negan the possibility of Rick and his group doing it to delay them. After the Scavengers have betrayed the Alexandrians, Simon is seen with Dwight and Eugene Porter with dozens of other Saviors listening to Negan's monologue to Rick. He and Dwight are later instructed by Negan to lift up the coffin. As Negan opens the

    coffin. As Negan opens the coffin, Sasha emerges a walker and tackles Negan, nearly killing him, but is pulled off by Roy who is then killed by the reanimated Sasha. Simon then quickly runs to Negan's aid and brings him to cover as Negan roared at his opponents.
After the Saviors have seemingly won the battle, Simon is present among the

    group of Saviors inside Alexandria as Rick and Carl are lined up and as Negan is about to hit Carl with Lucille, Shiva is released by Ezekiel and jumps on a Scavenger, catching them all off guard and another commotion ensues as Simon and the rest begin to retreat and find cover. Due to the overwhelming forces of Alexandria, the Kingdom and Maggie Rhee's troops from the Hilltop Colony, Simon hops back into the truck he drove in on along with Negan and Dwight, and drives them away from the gunfight, making their retreat. Back at the Sanctuary, Simon, Dwight and Eugene are standing on a podium alongside Negan in front of hundreds of Saviors as Negan tells them they're going to war as chants "Yes Sir!".

#### Season 8

##### Mercy

    When the Militia arrives at the Sanctuary, Simon was seen among the rest of the Savior Lieutenants as Rick Grimes and the Militia attempted to convince them to surrender. Simon calls Gregory outside where he states that the Hilltop stands with the Saviors and threatens anyone who stands with the Militia out of Hilltop. However, the Hilltop soldiers make it clear that they don't see Gregory as their leader anymore but Maggie. An enraged Simon pushes Gregory down the stairs after deciding he's no longer useful. Rick then opens fire at Negan and his lieutenants. Simon quickly dove for cover and retreated inside.

##### The Big Scary U

In a flashback, Gregory arrives at the Satellite Outpost and Simon mentions how he came to him when he needed him and complaints on how he did what he told with the other Saviors. Gregory was going to reveal the alliance between the Hilltop and Kingdom, but Simon was finding out at that point from someone in Alexandria according to Gregory. Later, Simon is in the meeting with Negan, Gregory and the other lieutenants where they discuss how people are resources and how they are going to stop Rick and the Militia.

Simon suggests a strong raid on the Hilltop, which could end in killing everyone there if they don't cooperate, which would send a message to the other communities. Negan angrily disagrees with him, saying people are a resource and that they are the foundation of what the Saviors are doing. He questions Simon and if he remembers who they are and who is in charge. Simon pledges his allegiance and Negan says they have to capture Rick, Maggie and King Ezekiel and kill them horribly in front of everyone. Suddenly, the Militia's gunshots ring out outside. Negan pauses and looks out the window to see Rick and his group are outside the door, he steps out with the other Saviors.

    In the present, Simon is in the room with Dwight, Eugene Porter, Gavin and Regina as they have another meeting. Regina mentions how if Negan is dead and they should send workers to distract the walkers while they alert the outposts, Eugene refuses to do that, as he insists they are valuable. Dwight agrees and says to Simon that if they are not going to lead the Saviors out, he will. Simon has an angry grin on his face and complaints Dwight about his idea he explains how when they find the traitor they will kill them slowly in front of everyone. Laura then comes in the room and informs them that the workers are outside.

    Simon and the other lieutenants step out and he orders everyone to return to the factory floor. At first the workers refuse to listen to his orders and asks the lieutenants when the electricity is coming on, as well as plead for food and water. As Simon attempts to calm them down, one of the workers pull out a gun to shoot him, but is saved when Regina immediately guns down the worker. Negan and Gabriel Stokes walk in, explaining how he is going to take a shower, eat a sandwich and he has to talk with Simon about the mole who caused the ambush and the herd.

##### How It's Gotta Be

Simon and his Saviors apprehend Maggie, Jesus, and a large convoy of Hilltop residents. Simon jumps out of the truck and states what a nice night it is. He orders Maggie and all Hilltoppers for their weapons, and to cooperate he threatens Maggie if she doesn't, they will kill Jerry, who has been taken hostage.

Maggie asks how the Saviors managed to escape their predicament. Simon doesn't respond directly, but eventually

    explains it was Eugene who made it all happen as music begins to play from a distance, stating he was skeptical about the man at the beginning but saw that Eugene proved himself worthy in the end. Simon tells Maggie that a group of Saviors is taking over the Kingdom, and another is taking over Alexandria. He says that she's lucky because the Hilltop is useful and he will keep them alive to make things right. He also says that Negan prefers to keep people alive, but is concerned only with the result and will not hesitate to kill them even if he is disobeying him.
Simon then gives Maggie two choices; either the Saviors execute Jerry on his knees, drag Maggie to the Hilltop in the wooden box, which the Saviors made sure won't suffocate whoevers in it, then kill Maggie in front of everyone and finally place her head in front of the Sanctuary as a warning to other troublemakers. Then the Saviors would lead the

    walker herd to the Hilltop and pull off the same trick Rick and Maggie's people tried to do against the Saviors. Or, Maggie and her convoy can head back to Hilltop, unharmed, however, with the cost of one of her people's lives. Simon stops Gary from killing Jerry and he then kills Neil sitting in the backseat of her car. She says she will cooperate but asks him for a favor first: she wants to borrow the box that he was going to use on her so that she can bury Neil. Simon grants her favor and leaves.

##### The Lost and the Plunderers

Simon is ordered by Negan to confront the Scavengers, but to only deliver the standard message: kill one of their own to force the others to fall in line. Simon lets his frustration show and suggests they cut their losses and kill them all, because Negan's methods hasn't been working as of late. Negan doesn't like the idea and he reminds Simon that what they do is hard, they don't take the easy way, they save. Once he kills Rick, everyone will fall in line again. Their conversation is interrupted when Gary enters with a gift from Hilltop: a wooden coffin containing the zombified Dean who Maggie killed. Furious, Simon realizes that the remaining 38 Saviors mentioned on the crate cover are his men from the Satellite Outpost. Simon sounds off about going to kill every last one of the Hilltoppers, but Negan screams and yells at him to do his job. Simon reluctantly agrees.

Simon shows up with a group of Saviors at the Junkyard to confront Jadis  and the Scavengers. His composure begins to crack as he and his men stand off against the Scavengers. He relays Negan's message of forgiveness: as

    long as Jadis can honor the original terms of their deal, all will be swept under the rug. Jadis says she had no deal with Rick but was, instead, delivering him. Simon doesn't believe her though and he offers them a chance to divert back to the original deal along with handing over all of their weapons. Jadis agrees and Simon calls for his men to take the guns. Simon goes on to question Jadis' art and the choice of leaving in the heap. Simon then wants to feel assured that there is remorse on Jadis' part for her role in aiding Rick. She claims there is, but he swiftly pulls out his gun and kills Brion and Tamiel. Jadis punches Simon in the face, knocking over a can of blue paint. Simon stands up and, in retaliation, has the Saviors kill all of the Scavengers except for Jadis.

Simon returns to the Sanctuary with Negan waiting outside. They still haven't heard from Gavin, who are unaware that he is dead, but Negan already sent a team. Simon shows Negan the guns they took from the Scavengers and Negan asks how it went with the Scavengers. Simon lies and tells Negan that the standard message was delivered simply. Simon looks down at the paint smudge on his boots, the only clue to what really happened at the Junkyard.

##### The Key

Simon is seen collecting walker guts with the rest of the Saviors and Negan gloats to Simon about the plan to put the Hilltoppers on their knees, with Simon appearing to agree. Simon then relays Negan's plan to a group of Saviors: they are going to infect a few people at the Hilltop with their tainted weapons and let them turn instead of killing them as a

    scare tactic. Simon then urges Dwight to ride with him in his truck, due to Negan taking his own car in the convoy, much to Dwight's protests.

On their way to the Hilltop, Simon questions Dwight's perspective on the plan and he supports it but Simon wants to get honest. He questions whether or not the Hilltop will ever actually fold and behave but Dwight deflects by saying he doesn't get paid to think. It prompts Simon to express his doubts of the desired outcome. As they pass through a town, Simon notices a car approaching one of the alleyways and deliberately ignores it, resulting in the pursuing car, driven by Rick, to ram in Negan's car and then chases him down the city streets. Simon instructs the rest of the Saviors to stay behind and set up a perimeter while he and Dwight search for Negan.

Simon and Dwight search for Negan. Simon presses Dwight into admitting his resentment for Negan and Dwight

    sarcastically says he never thought about killing Negan himself even after he took his wife and burned his face. Simon expresses a desire to move on from Rick's group and find new communities. Simon and Dwight find Negan's wrecked car, and they decide to abandon their search and return to the Saviors with Dwight lighting the car on fire. Simon and Dwight inform the Saviors that Negan is gone. Simon reminds them that with or without their leader, the plan goes on and he proposes they attack Hilltop, and kill everyone to avenge Negan. The Saviors raise their guns in solidarity.

##### Do Not Send Us Astray

Simon and the Saviors arrive at the Hilltop. Simon notices Maggie has barricaded and orders the Saviors to move the blockade. Maggie radios him over a walkie-talkie, and Simon informs her that Negan received the coffin she sent to him and that she and her people are going to die because of it. Maggie threatens to execute the 38 Savior prisoners if he does not leave but Simon appears to not care about them anymore, stating that they brought their mess upon themselves and proceeds with his assault on Hilltop.

Simon mobilizes the Saviors for battle and Dwight warns him that Negan might still be alive and will punish Simon if he kills everyone at Hilltop. Simon ignores him, saying he rather beg for forgiveness than ask Negan's permission. Suddenly, Daryl rides up on his motorcycle and opens fire with his machine gun. Simon's convoy follows Daryl

    through the gate but the Hilltoppers block the convoy with a bus and fire at the Saviors. Under heavy fire, Simon orders his men to fire upon the Militia with bows and walker-tainted arrows, injuring and infecting a few members of the Militia and their prisoners, forcing Maggie to order them back inside the Barrington House. The Saviors then charge in with their tainted melee weapons and start to infect members of the Militia close by, including Tobin. Simon spots Tara Chambler and orders Dwight to hunt her down. Simon and Dwight both sneak up on Tara while she's distracted and when Simon is about to kill her with a tainted hatchet, Dwight shoots Tara in the arm with a clean arrow. Simon is tricked into believing she is infected and they are then fired upon by Daryl, forcing them to get back to cover.

The Militia ceases fire after shooting out the headlights on the Saviors' vehicles, leaving the Hilltop entirely in the dark and silence. Simon emerges from his cover with the Saviors following behind him, splitting up and sharing his men between Arat and Gary. The Savior slowly approaches the Barrington House while Simon attempts to intimidate the Militia by whistling. However, the Militia tricks them by lighting up a row of headlights from vehicles parked in front of the Barrington House, briefly blinding them, and open fire. Rick then shows up with a squad and ambushes the Saviors, prompting Simon, Dwight and the rest of the Saviors to flee from the Hilltop in their vehicles.

##### Worth

After escaping from Hilltop, Gregory makes it to the Sanctuary and meets Simon, who is currently unaware that

    Negan has made a surprise return. Gregory sits with Simon hoping to make amends with Negan over his predicament with the Hilltop, but Simon informs him that he is in charge of the Saviors due to Negan being presumed deceased, and expresses his wishes to maintain his control, without Gregory's help. The two argue about what will happen next before Simon violently throws him to the floor and explains that he contemplated killing Gregory, but changes his mind and allows Gregory to work under him, but only to start him off by having Gregory make coffee to see how it lasts.

    After Negan's unexpected return, Simon is forced to fall back in line, but is visibly unhappy with Negan's new plan. Simon apologizes for the disaster at Hilltop and asks for forgiveness, so Negan forces Simon to his knees and contemplates killing him with Lucille, but suddenly forgives Simon. Simon later approaches Dwight with the intention to lead a coup against Negan. Dwight reluctantly agrees to meet with Simon's loyal followers in the courtyard and join the coup.
In the courtyard, Simon makes his pitch with a group of Saviors, including Dwight, Gregory and Gary. Simon begins to discuss the plot to assassinate Negan and he

    declares that they must do it in at least a quiet and respectful manner and even offering if Dwight wants to be the one to take him out due to Dwight's personal issues with Negan. Suddenly, Negan arrives, having been tipped off by Dwight. Simon's followers are swiftly killed except for Gregory and Simon is shocked by Dwight's betrayal, leading Dwight to simply claim that Negan would win. Negan then challenges Simon to fight for leadership over the Saviors.
Inside the Sanctuary, the Saviors form a circle around Negan and Simon as they prepare for their fight. Simon publicly brags that after the fight is finished, they will get to work. He further explains that he didn't want it to come to this, but is willing to do what he needs to do to keep their community standing, and states that Negan is incapable of doing so. However, Simon suddenly punches Negan

    in the middle of the speech and the two engage in a brutal fist fight. After landing several punches on Simon, Negan eventually gains the upper hand and viciously beats Simon and pins him down. He strangles Simon to death, all the while furiously berating his right-hand man for ruining what chance they had left of making peace with Rick and the rest of the communities, asserting that now he'll

    have to kill them all just like he's killing Simon right now. Afterwards, Negan gives one final squeeze that crushes Simon's windpipe, instantly killing him.

Following Simon's death, he reanimates as a walker and is chained to the Sanctuary fence.

##### Wrath

Following the end of the war, the walkers are cleared from the Sanctuary fence, including Simon and are all presumably put down.

## Killed Victims

* **Library Survivor:** Hanged.
* **Neil:** Shot in the head.
* **Brion:** Shot in the chest.
* **Tamiel:** Shot in the chest.
* All male Oceanside residents above the age of ten
* Many unnamed library survivors
* At least 130 unnamed Scavengers
* 13 unnamed Hilltop residents and refugees
* Numerous counts of zombies and unnamed people

## Relationships

### Negan

> "*You went for it all at the Hilltop. You got Saviors killed. And then you ran away like a coward! You got shown up one too many times. Those people are always going to know there's a loophole, a way to escape, they are always going to be looking for that chance to push back, so now I've got to kill all of 'em, just like I'm going to kill you!*"
> ― Negan berating Simon for his betrayal before killing him
>
>

It is unknown whether Simon and Negan had known each other prior or after the outbreak but they seem to have a strong relationship, as he is Negan's lieutenant and most trusted right-hand man. As the second-in-command of the Saviors, Simon is entrusted with a considerable power and authority, close to Negan himself. When Rick and his group was finally captured, Simon spoke on behalf of Negan by demanding them to surrender their weapons and to kneel down before introducing his leader, showing that he was given high authority. Negan also mentions to Rick about Simon being his right-hand man and without him there would be a whole lot of work, proving that he views highly of him.

Though having a right-hand man is important, Negan shows his doubts, saying that considering he isn't in the Sanctuary people will die under Simon's command. After escaping the trailer, he returns to the Sanctuary and to his disappointment, realizes that someone did indeed die due to Regina, showing that Simon can't handle tough situations such as the small revolt at the Sanctuary. Negan was also furious at Simon's suggestion that the Saviors wipe out the Hilltop Colony and angrily asks Simon who does he think he's talking to.

Simon begins to show extreme doubts in Negan's strategy for regaining control over the communities of Alexandria, Hilltop and Kingdom, believing that they are far too rebellious to fall back in line and should simply be eliminated so the Saviors can begin anew with new communities. Negan is infuriated by this suggestion, believing it to be the easy way and that "saving" people through punishment is far more rewarding as people are a resource. In response, Simon boldly states that Negan's warnings and punishments have been doing nothing lately but further motivating the communities to fight back. While Negan's second-in-command, it appears that Simon's true loyalties lie with the Saviors as a whole - wanting to do what he feels is best for their survival and showing a great amount of concern for his people.

When instructed to execute one Scavenger to keep the rest in line, an order that goes against Simon's more bloodthirsty inclinations, Simon initially does as he is told, but eventually gives into his impatience of the group for their betrayal and odd manerisms and orders his men to wipe out the Scavengers, leaving only Jadis alive. Negan later learns of Simon's actions via Rick Grimes, and is furious at this. Simon, meanwhile tries to search for Negan with Dwight, when they come across his flipped car, instead of continuing the search, Simon suggests they leave and move on, showing that his relationship with Negan is now all but severed.

Upon Negan's return, Negan proceeds to humiliate Simon in front of the rest of his inner circle, having Simon get down on his knees and taunting him, asking him if he's going to make a move. When Simon responds that there is no move to make, Negan seemingly forgives him. After this Simon begins plotting against Negan, showing that their relationship has been completely and utterly severed. Negan eventually puts down the plot and fights Simon one on one in front of the Saviors, ultimately overpowering him and then strangling his former right-hand man to death. Though Simon was going to kill Negan behind his back, the latter did gave his second-in-command the chance to fight and beat him, which shows he still had some very minor respect for Simon, having given him a chance that Simon was not willing to give Negan. It is believed Negan felt bad about doing what he had to do.

### Dwight

Simon and Dwight have possibly known one another in the past. They share a neutral relationship as they are both high ranking Saviors, however Dwight's brief escape from the Sanctuary might have affected their relationship somehow. Even though both he and Dwight are Negan's top men, Simon is shown as the second in command of the Saviors; his higher authority is shown when he commands Dwight to take out the rest of the captured members of Rick's party. During the meeting at the Sanctuary, Dwight's remarks to Simon about leading the Saviors out of their current predicament if Simon is incapable of doing so actually impresses him, showing the level of respect he has for Dwight and that he is unaware of his double-agent role. Dwight later stops Simon from fighting a worker who angered him.

Simon seemed comfortable with talking badly about Negan with Dwight, indicating that Simon somewhat trusts him. After Negan's disappearance, Simon took Dwight as his second-in-command. Later, Dwight betrays Simon to get rid of him as the second biggest threat and because he is worse than Negan, tipping Negan off about his attempted coup, leading to Negan having Simon's followers killed and Simon's fight with Negan and death, completely severing their relationship as Simon is infuriated at his betrayal.

### Gary

> "*Nah, Gary. I got this.*"
> ― Simon to Gary before shooting Neil
>
>

Gary and Simon are shown to have a good relationship, as Gary often accompanies Simon at the Hilltop and lately, in gun battles. Unlike most of his fellow Saviors, Simon refers to Gary by his name and like his relationship with Negan, Simon appears to trust Gary as a personal right-hand man, this is shown when he enlists Gary's help on their visit to the Scavengers to the Junkyard. Gary shows no hesitation helping his fellow Saviors massacre the Scavengers on Simon's orders. Later, Gary joins Simon's coup to overthrow Negan, leading to his death.

### Rick Grimes

> "*Your name's Simon.*"
> ― Rick to Simon
>
>

Simon and Rick Grimes have an uneasy, mostly negative relationship. Initially, Rick does not think much of Simon, and considers him another minor obstacle, but as time goes by, Rick's repeated interactions with him and the Saviors put him more on edge and cause him to become increasingly concerned for the safety and well-being of his group.

Upon meeting for the first time, Rick and his group were en-route to the Hilltop, only to be stopped by Simon and his men. He demands that Rick give up their supplies, however when negotiations could not be made, Rick informs him that they're leaving - Simon does not object and surprisingly lets them all go, showing that he at least respects his choice to leave. Both Rick and Simon share a somewhat civil discussion about the possibility of their days on Earth being their last, Simon bids them farewell and warns Rick to be extra nice to his group, should their days be numbered, to which Rick replies that he do the same for his people, showing that the two hold some respect for each others' views.

Later, Simon is present when Rick and his group encounter a massive roadblock constructed with fallen trees, watching as they witness the logs being set ablaze and the Saviors' captive prisoner being hanged from an overpass. Reminding him of their earlier discussion, Simon taunts Rick and advises him to take extra care of his group; this warning causes Rick and the group to become uneasy and increasingly wary, and they drive hastily away.

Days later, when Daryl escapes from the Sanctuary, Simon leads a group of Saviors to Alexandria, where he confronts Rick, who plays dumb about Daryl's whereabouts. As the Saviors raid the community, Simon mocks Rick and the others, and as they leave, he makes a point of reminding him that the next tribute is due soon.

Simon and Rick are later involved in a gunfight between the Saviors and the other communities, in which Simon and Rick shoot at each other, showing now their negative relationship. Despite this and everything he has done, Rick offers Simon a chance to surrender and survive, showing that he is more concerned with killing Negan than him. Simon however refuses, choosing to remain loyal to his leader.

### Carl Grimes

> "*This is yours? Yeah, its yours.*"
> ― Simon to Carl about his gun
>
>

Carl Grimes and Simon have an uneasy, mostly negative relationship, with the latter often mocking Carl by flicking the sheriff's hat numerous times. After Carl guns down two Saviors while trying to infiltrate the Sanctuary, Simon appears to have a hostile attitude towards him, implying that Carl got off for his deed and should have been punished further. The two are later involved in a gunfight between the Saviors and the other communities, in which Simon and Carl shoot at each other.

### Gregory

> "*I feel like I invested a lot into you, and I am very, very disappointed!*"
> ― Simon to Gregory, before shoving him down the stairs
>
>

Simon first meets Gregory when he and a large group of Saviors came to take supplies from him. After Rick's group had killed every Savior of the Satellite Outpost, Simon is now responsible for the Hilltop and Gregory, being his "Negan". He tries to convince Simon about him not working with Rick, but Simon doesn't believe him. When Gregory intends to give up Maggie and Sasha to him, he finds boxes of scotch and Simon says Negan will be pleased and has it taken to Negan's truck. He later forced Gregory to kneel before him.

When Simon visits the Hilltop again, Gregory offers him a drink of Gin, but Simon declines saying he enjoys tequila and says that Negan wants Dr. Harlan Carson. In exchange for taking Harlan, Simon hands Gregory a crate of aspirin.

Gregory assures him that he's an ally of Negan. He explains that he needs hold of his people's trust; otherwise, someone less cooperative could take over. He hints that he might eventually need Negan's help quelling insurgents within the community. Simon gives Gregory a hand-written note that will grant him entry into the Sanctuary should he ever need to seek their help. Their relationship remains neutral afterwards.

During the Militia's attack on the Sanctuary, Simon is angered that Gregory is unable to make the Hilltop fighters back down and shoves him down the stairs, showing that he no longer trusts him and considers him useless.

### Eugene Porter

> "*Eugene! Who, by the way I was admittedly skeptical of but worked out like gang busters.*"
> ― Simon about Eugene after clearing out the herd
>
>

Simon and Eugene Porter haven't spoken directly to each other, but it seems he adores him for figuring out a way to lead the walkers out of the Sanctuary.

### Maggie Rhee

> "*Tell me I don't gotta go down the line, tell me Maggie!!*"
> ― Simon to Maggie
>
>

Simon and Maggie Rhee have an enemy relationship. Simon's first major interaction involved holding Jerry as a hostage, and forcing her to submit to him and the Saviors.

### Gavin

> "*I'm sure he's a-okay and if not we'll just send another message.*"
> ― Simon about Gavin after his disappearance
>
>

Simon and Gavin have never spoken directly to each other but it can be assumed there is a respect as both are among Negan's top lieutenants. Gavin helped save Simon's life when he warned that a worker pulled a gun out to shoot him. Simon never found out about Gavin's death.

### Regina

> "*Are you saying your someone else, Regina?*"
> ― Simon questions Regina's loyalty
>
>

As top lieutenants of the Saviors, it can be assumed that they have a steady relationship. When trying to calm down the angry workers, she saved Simon's life by killing an armed revolting worker.

### Anne

> "*It occurs to me that I've not yet received the full definition of an apology. I fell like I've gotten some transgression acknowledgement, the guns certainly cover restitution. But what I'm not yet feeling...is the remorse. Say it again! I don't think you mean that. Light it up, gents. Light it up now!*"
> ― Simon to Anne, before ordering his men to execute the Scavengers
>
>

Like Negan, Simon did not appear to think much of Anne or the Scavengers despite their betrayal of Rick to aid them. He was angered when Anne and her people betrayed the Saviors by going to the Sanctuary with Rick to kill them. He openly expressed his desire to wipe them all out to Negan, but was stopped in his tracks and ordered to only take one out to force the others to fall in line. When Simon arrived at the Junkyard, he came across as charismatic, before demanding an unsuccessful apology and taking all of Anne's weapons, however when Anne did not appear to show any remorse for her actions, Simon executed her two lieutenants, Brion and Tamiel right in front of her, leading to Anne to punch him in the face and knock him over. Simon then orders his men to kill all of the Scavengers except for Anne, showcasing just how much hatred Simon had for her.

## Quotes

* "Don't matter if the big man ain't here. We're still Negan. We don't know if he's "gone" gone. He could very well be back. Our plan...Negan's plan...was to go on to Hilltop and put the fear in god in these people so that, finally, once and for all, they get with the program. But after what just happened, what they did to Negan, that tells me what we need from them is beyond them. It's time to accept that and once we do, it'll become crystal clear, that there's only one thing left to do. We must expunge them. We must redact them! They are a mistake, that we shall now erase. We are moving on. For Negan!"
* "Think about it...what if it's the last day on Earth for you? For someone you love? What if that's true? Maybe you should be extra nice to those people in that RV, 'cause you never know...just like that. Be kind to each other. Like you said...like it was your last day on Earth."
* "It occurs me that I've not yet received the full definition of an apology. I feel I've gotten some transgressional acknowledgement, the guns certainly cover restitution. But what I'm not feeling yet...is the remorse. Say it again! Oooh. No, no, no. Ohh! Ah. I don't think you mean that! Light it up, gents. Light it up now!"
* "Why the face? I hope you're not putting this on us...when we showed your people a way forward, we gave you rules. You broke the rules, so folks had to die. The one who fired the first shot we strung him up to make an example of him! Could've stopped there! But you people, you still didn't listen. You tried to fight...us! So this, is how it has to be!"
* "Good! You made it! Welcome to where you're goin'. We'll take your weapons. Now."
* "We're done talking! Time to listen."
* "Alright! We got a full boat! Let's meet the man."
* "One last thing, Gregory. Can I just get a kneel out of you?"
* "Sorry, I shouldn't ask...you wanna slide that one back in, period!"
* "Oh, and Rick! If Daryl does turn up here...two days from now, two months from now...hell, even two years from now, you just know there's no statute of limitations on this. Keep that hatchet handy! You're gonna need it if he turns up with your people! And it won't turn the way it did for your boy."
* "I think my look may have conveyed the information. People say I have an expressive face. But if not, let me repeat your question: why do we need two doctors? Answer: we don't!"
* "Hey, you like ice cream? We have ice cream. We have a lady that makes cardamom gelato! Shit you not."
* "I feel, like I invested a lot into you. And I am very, very disappointed!"
* "Wakey, wakey, eggs pancakey, Gregory!"
* "We are not backsliding. This is a prenounced event, and a fragile moment."
* "So, this can go two ways. One: I can kill this likable gent on his knees over there, drag you out of this car, and put you in this box! In which, you will not suffocate to death, like your friend. Sasha? Then...then we take you to Hilltop, gather everyone up and kill you in front of the whole place. And then drag you back to the Sanctuary and put you on a spike in front of HQ. And then my people will lead the walker herd to the Hilltop and pull off the same move, that your people had tried unsuccessfully at our place. Phew, what a pain in the ass! Everyone concerned! Or two. You turn around. Go home, start watering that sorghum. Save everyone, and most importantly me, a lot of trouble. And yeah, we're gonna to kill one of your people, but then we're aces."
* "I just really needed you know what I was talking about. I need you to smell it! Now tell me, I don't gotta kill this gent with the lustrous name, tell me I don't gotta go down the line, tell me Maggie!"
* "Bull...shit!"
* "Maybe we should cut our losses here. These people can't learn no matter how many times we teach it. Alexandria, Hilltop, Kingdom, these garbage rats. They're not seeming to understand the situation, not one, little, bit. So maybe we learn our lesson. Scrape the plates into the trash. Move further out. Find other communities too. Save."
* "We can't let them get away with this shit!"
* "That's Dean! That means the other thirty-eight people that the Hilltop are holding are from the satellite outpost. Those are my people! I'm gonna kill every last one of those farmers!"
* "Standard message and delivery. Showed 'em and told 'em. There was remorse."
* "We've thrown a lot, at Rick, the Widow, the King, and they just keep comin'. Keep fighting! You've seen it, I've seen it! Telling it up, I keep seeing the same answer. They don't scare!"
* "But you didn't because you chose to survive instead of focusing on past discomforts! You are an adult! You did what you had to, to live...and yet our leader is not doing the same! If it was my call, we'd say enough! We'd branch out, we'd find new places, we'd make new relationships. We'd make sure, the Saviors survive, as you chose to. And we'd move on from past discomforts, as you wisely chose to."
* "We can keep lookin' maybe find him more alive than dead, but then what? We could face a distasteful moment. Or we could walk away. Get back to our people, and make things even better. This is a critical point in our history, Dwight. This is something we could tell our grandkids about."
* "Damn right you are! We all are!"
* "Well here I was, hopin' to give that gate a big ol', wet sloppy kiss, and there she goes, playin' hard to get."
* "Well hello there, you are speaking to Negan. But my birth certificate says Simon, with whom do I have the distinct displeasure of speaking?"
* "Better to beg forgiveness than ask permission, D! Future problems!"
* "The rest of us are making a house call. Wonder if anybody's home. It's time to do some proper slaughtering."
* "You deliver, or get shipped! He hasn't delivered. And that saddens me, but the time has come. Let us gather our like-minded individuals, draw strength from each other, and do what we need to do...come on! I gotta sell this to ya!? Think about everything he's done to you! Every, little, indignity! Everything he's extracted from you, think about it, Dwight! You know what you have to do. You have to meet us in the courtyard, after rounds, and we begin what's next. I mean, Jesus! Right!?"
* "This is us about to make an example out of you."
* "He's someone with a whole lot of someones who didn't listen."
* "That's right. We can. Give us all your stuff. We probably have to kill one of you, that's just the way it is. But then we can start moving forward on business. All you have to do is listen."
* "It's yours right? Yeah...its yours."
* "We need to talk. And it's getting a little claustrophobic in here, right? Our brothers and sisters in arms and operation, well they've been removed from the field of play."
* "It means we need to talk!"
* "Wow. Just wow."
* "I think they got spoiled working with a guy like you. Think they might've got a little soft. Got what them butchered I imagine. Very, very dead. Extremely dead."
* "Hate this stuff. Taste like ashtrays and window cleaner. I'm a gin man."
* "On it. Be there in time for lunch."
* "Rick! Hello, and hello again. But...then your son showed up, Daryl went missing. Might those two things be connected? Now, everyone find a buddy! Gonna have to follow us around. He's here...we really need you all to see him die."
* "Wow. These are some bare shelving units. Guys have a BBQ or something, not invite us? Seriously! This is sad. Hope your not trying to hide stuff from us because that generally doesn't go over very well."
* "Aw, relax! Not here for pickup. Good thing! But that day's coming, so you best do whatever you need to. Dig deep. Go the extra mile. Take some risks!"
* "Well we will appreciate that."
* "My apologies for leaving this place a bit of a mess but...we got a litany of other shit to attend to! So do you, I guess. Tick tock, chop chop!"
* "I'm a man of shifting specifics, tasting transitions. I'm into tequila now. And yeah. Reposado. Sipping. Mixing. One mundo de sibour. Gin seems like turpentine. Happened quickly, gimlet the other night. I'm an unusual kind of creature."
* "Probably, it's been a few years but I'm not here for that."
* "Congratulations, you're moving up in the world. Negan wants you where he is."
* "Who might take over what? Crazy idea. I hear your concern. I'm not insensitive to it. If you're having problems of that nature, come to see me. We'll crack open some tequila. We'll talk. We'll work it out."
* "No thank you? No...yeah? These cakes are made from scratch by yours truly. I used genuine Hilltop sourghum. Nailed it myself."
* "There is a lot of love on this tray, Gregory, because I wanted to express love to you. Because you did the right thing. I told you if things started feeling hinky at the Hilltop is to come see me."
* "I brought you here because we now stand on the prespice of greatness. You said you could solve the problem. Today's the day, Gregory. You fill your belly up with my love and then you solve it."
* "If we go in with the right stage picture, a thick and veiny show of force surrounding Gregory when he lays down the law, I think things go back to copacetic. If they don't we take a flyer on the place and kill everyone there. Unfortunate play, but the other communities will get the message and we achieve equilibrium. Plan A. Plan B..."
* "We're not backsliding. This is a prenounced event and a fragile moment."
* "Shall we get our people out there? Line 'em up, light 'em up."
* "Gregory, your on deck."
* "I'm Negan. And as I understand it everyone in this room is. Now I realize there's a lot of stress in the air, but just to clarify are you saying your someone else, Regina?"
* "Yes, Dwight. Yes! And...we're gonna find that subhuman coward that did this to us and were gonna kill him very slowly in front of everyone here. Over the course of a few very long days."
* "Oh, that sort of tone is not gonna work."
* "I need to crack to you on that point."
* "Hello, hello, hello. What a damn nice night. You all know the drill due to your recent decisions, everything has changed. And yet nothing has changed. Everyone needs to hand over their guns. Gary, shoot that beautiful bastard if anyone tries anything. Same goes for everyone in the cars!"
* "Three guesses. Let's just say we figured it out. Oh yes, that's exactly where I was going next. Right now, Kingdom. It's getting its innards splayed out for the world to see. The Saviors will be taking possession of that property starting from tonight. Same with Alexandria as long as they don't make it complicated. But Hilltop...the farmers, the bread basket of our nascent civilization. It's your lucky day! You've been chosen to keep producing. Gregory made a little bit a fool out of me in front of the big man, so I am hoping that you are the one that make things right. You hear that? I need you into shift into active listening. Eugene! Who, by the way I was admitively skeptical of, but worked out like gang busters! He helped us get out of the situation of the masses of cold and impolite. And now my guys are leading the rest of the herd away."
* "Nah, Gary. I got this!"
* "I just needed you to know what I was talking about. I need you to smell it! Now tell me, I don't gotta kill this gent with the lustrous name. Tell me I don't gotta go the line. Tell me, Maggie!"
* "Good. Eliminating those renege might leave us a tad short on ammo but it's worth it."
* "Gonna sit on our dicks might more. Alas, were going to the landfill. No worries. Gary, not a single one in the world."
* "Woah, woah, woah, woah, woah, now. Everybody keep their horses inside the gate. Beside, were friends, right? Let's get down to the brass tacks. Bottom line: I'm gonna need an apology. The genuine article. Now, you know we saw you because we tried to kill you. So, you've had plenty of time to prepare something. A heartfelt act of confession I hope. Feel free to refer to any notes you may have prepared."
* "Bullshit!"
* "You got yourself a break, a big ol' break if you ask me. Some crazy good luck, right? And as friends, you will grant us this neighborly gesture as a sign of good faith."
* "Not when you got us. And if and when the time comes for you to have guns, the Saviors will provide them for you. Spit shine. Ready to go."
* "Is this you? Not bad. Why the dump? There had to be a better place to call home."
* "Today, is about scaring these people. We're not going for headshots, just flesh wounds. Hit a few, leave 'em living, let 'em turn. Don't kill 'em."
* "Consider a thought but we got scouts scouting, right? Far more expendable soldiers than you, which is not to say your expendable, at all. Listen, ride with me, we make sure your up to speed on the plan. So, it's what Negan wants I don't know why were still jawing. He says, we do."
* "Come on, D. Let's rap here. Let's get canned. Let's get weird. Top guy to top guy: I just wanna know in your analysis you believe these people are just gonna cower, cave after we deliver what amounts to yet another warning. Well, if your not gonna answer, let me extemporaneously express that I have my doubts this little manuever is going to deliver the desired outcome."
* "There was just one driver. It's nothing Negan can't handle on his own. But just in case, Dwight and I'll go check it out."
* "This might be a ploy to divide our forces and we're not gonna let that happen. Not when were so close to the master stroke."
* "You must've thought about it. Clipping him yourself?"
* "Well, here I am. My nuts blowing in the breeze naked as a jaybird."
* "If you're here right now, you're in. We can talk about approaches and finesses but you are in. No takebacks. We need to make this quick, quiet and respectful, man's done a lot for us, he deserves that. You have some legitimate personal issues with the man. The kill is yours if you want it. Something quiet. I mean not a knife. Can't make it that personal...silencer? We call a meeting and that's it. The next order of business is to set the brake to start the healing. The catalyzing event to facilitate that is the destruction of the Hilltop and its residents will make it a monument of compliance. Sorry, Gregory. Then we get on with our lives. Right, Dwight?"
* "From now on, I'm your Negan."
* "Why? After everything he did to you, huh? Why do this?"
* "Arat, Gary, remove these offending articles from the road. Sun is down, tired of waiting."
* "Well then, hello again, Widow Rhee. And allow me to offer my condolescences for whats happened and what's about to happen. In case it's not already plain as Hilltop patatoes yours truly is speaking on behalf of Negan this go-around and I assure you that the man himself personally received your care package next day delivery. I noticed that the box I gave you in good faith...tricks on me but the bill's come due and you and your people are gonna have to pay. Quite dearly, I'm afraid."
* "Well, Maggie Rhee. This is highly regrettable but the way I see it the Saviors you're in possession of there are damaged goods. They've got themselves into their own pickle and this organization prizes those who, A, avoid capture and B, figure out their own shit once said outcome eventuates which in the end is my way of saying: screw them!"
* "Alright, people let's get this party started! And no we do not come bearing munitions. Remember, the plan has changed. Our goal is not merely infection, it's conclusion! We are doing away of these people! All of 'em!"
* "I'll take out sunshine right around the corner. Unless you want her, D? Well, how about the next one then? I'm gonna need a group effort here!"
* "Arat, take a team around the back, I want the place surrounded. Gary, your group goes through the trailers. Slow and quiet, capeech? The rest of us are making a house call. And if anybody's home, it's time to do some proper slaughtering."
* "You made me look like an ass. I'm Negan and not in a collective we're all Negan sense, I have assumed control of the Saviors and Negan is no longer on the field of play."
* "Pulled his punches. Which is why, I can't be seen going easy on you. Optics. I have that juice. I have that momentum. I wanna keep it, there go you go. It is ended, Gregory."
* "First, I wasn't gonna send you away. I was gonna kill you. Second, do you make coffee? We'll start with coffee and see where it goes."
* "And that's why I moved things from infection to extermination at the Hilltop. Yes, things went bad though I think it's possible we may have found ourselves in a similar tactical situation regardless of approach. We don't know that."
* "No move to make."
* "I won't let you down. Not you."
* "It's an ambitious plan with disticular heft. I'll give you that. Very happy to have you back, boss man."

## Trivia

* In the casting call Grand Theft Auto V, Steven Ogg's character was called Simon, later changed to Trevor Philips in the final version.
* The name Simon is derived from the Hebrew name "Shim'on" meaning "he was heard".
* Steven Ogg noted that he cited the film *The Big Short*as inspiration for Simon's backstory.
* Simon appears to hold an interest in art, as expressed by his admiration of a masterpiece portrait of Charles V owned by Gregory which he accurately described as "management by example". He also appeared to be slightly impressed with Jadis' metal artwork in the Junkyard.
* Simon is said to enjoy alcoholic beverages, most notably tequila and supposedly gin; however he later compares it to turpentine, he also dislikes scotch as he personally describes it as "ashtrays and window cleaner".
* Simon holds the longest lifespan of any secondary antagonist on *The Walking Dead,*having appeared in 3 seasons and 13 episodes overall.
	+ Additionally he is the only character to be a secondary antagonist for more than half of a season.
* Simon has killed the second largest amount of living people, having a total of at least 171 victims. Negan has the largest with a total of 225 victims.
* Simon is the fourth original main character in the TV series to die. The first being Merle Dixon, the second being Beth Greene, and the third being Sasha Williams.
* Simon is the sixth series regular to die while being credited "Also Starring", the first being Gareth, the second being Bob Stookey, the third being Deanna Monroe, the fourth being Jessie Anderson and the fifth being Spencer Monroe.
* Simon is the second Savior after Gordon to be chained on the Sanctuary's fence as a walker.
* Simon's death is similar to Shane Walsh's, Pete Dolgen's and Merle Dixon's.
	+ Simon's death and duel with Negan is remiscent of the fight between Rick Grimes and Shane Walsh, and Shane's death.
		- In both instances, a right-hand man plotted to kill their best friend to take over as leader.
		- The leader would end up killing their frenemy in an emotional charge.
		- In both cases, the frenemy reanimated; however Shane was put down whereas Simon was not.
		- Also, coindentally, both Simon and Shane were killed in the penultimate episode of a season.
	+ Simon being strangled to death by Negan is a callback to when the Governor murdered Pete Dolgen.
		- Both Simon and Pete took charge of their respective groups after the leaders were dead or presumed dead.
		- Both had a rift developed with the main antagonists with Simon's rash decisions for Negan and Pete's bad leadership for the Governor.
		- Both were ultimately strangled to death by the leaders or main antagonists of their respective season, as well as being restrained by chains and being left to turn. Chained to the bottom of the river for Pete, and chained to the fence for Simon.
	+ This is a callback when the Governor fought and killed his former right-hand man, Merle Dixon.
		- Both had a rift developed with the main antagonists with Simon's rash decisions for Negan and Merle being branded a traitor and trying to kill the Governor.
		- Both of the main antagonists strangled their opponents.
		- Also, coincentally, both Simon and Merle were killed in the penultimate episode of a season.
		- They were also both left to reanimate and were later put down.
* Simon's death was similar to Richard's death. Aside from both characters being strangled to death, they both died by people, who they were in good terms with; in Richard's case, Morgan Jones and in Simon's case, Negan and the main reason they lost their lives was due to human lives being lost because of, in Richard's case, Benjamin and in Simon's case, the Scavengers and the Saviors who died during their attack on Hilltop.
* Simon is the seventh main character to become a walker, the first being Shane Walsh, the second being Merle Dixon, the third being Hershel Greene, the fourth being Deanna Monroe, the fifth being Spencer Monroe and the sixth being Sasha Williams.
* It was implied by Steven Ogg on *Talking Dead*that the zombified Simon may be one of the few "smart walkers" left as he knows where he is and what he wants to do which he's at the Sanctuary and kill anything in it's path, though more specifically to kill Negan respectively.