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* EstablishingCharacterMoment: His first appearance solidifies him as both equally [[CreepyGood creepy and offputting but also kind, supportive, and nurturing]].

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* EstablishingCharacterMoment: His first appearance solidifies depicts him in a pitch-black room with naught but him and his desk in it, and his first few dialogue lines suggest that he's going to eat a small fetus-like creature (which is still alive), painting Mr. Boss as both equally very creepy and unsettling. He then proceeds to breastfeed that creature as he describes the task Charlie and Pim need to take to help someone smile, establishing Mr. Boss as [[CreepyGood creepy and offputting off-putting but also kind, supportive, and nurturing]].good-natured at heart]].
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* WrongGenreSavvy: Both Zach and Michael have stated that he believes he's in a children's show.
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* TraumaButton: Little people are implied to be this for him in the Season 2 premiere, likely as a result of his [[ColdBloodedTorture treatment at the hands of]] [[AlwaysChaoticEvil the Bliblies]], as his immediate response to a small secretary startling him is to kick her in the face.
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* HartmanHips: An unintentional example thanks to the art style since he clearly meant to drawn as chubby, but he can be viewed as having this.

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* HartmanHips: An unintentional example thanks to the art style since he clearly meant to drawn as chubby, but he can be viewed as having this.these.

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** Selfishness. Although Pim can be selfless and altruistic, it is shown multiple times that Pim often tries to resolve issues by himself rather than heed warnings or accept that not everyone is as idealistic as him. In his argument with Charlie, Charlie makes a point that Pim forces people to be happy and tries to phrase his arguments as if everyone is affected by Charlie's attitude when it was just Pim affected by it. Despite Charlie telling Pim that he thinks Desmond has already chosen to kill himself, Pim still tries to help Desmon but it instead makes Pim similarly depressed.

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** Selfishness. Although Pim can be is very selfless and altruistic, it is shown multiple times that Pim often tries to resolve issues by himself rather than heed warnings or accept that not everyone is as idealistic as him. In his argument with Charlie, Charlie makes a point that Pim forces people to be happy and tries to phrase his arguments as if everyone is affected by Charlie's attitude when it was just Pim affected by it. Despite Charlie telling Pim that he thinks Desmond has already chosen to kill himself, Pim still tries to help Desmon Desmond but it instead makes Pim similarly depressed.


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* HartmanHips: An unintentional example thanks to the art style since he clearly meant to drawn as chubby, but he can be viewed as having this.

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* CynicIdealistDuo: Pim is the idealist as he always has an upbeat attitude and tries to see the best in everyone. Charlie and Alan are the cynic, Charlie tries to be more levelheaded and realistic, and Alan just wants to get the job done and get rid of Gwimbly. This is eventually deconstructed in "Charlie Dies and Doesn't Come Back", where Charlie and Pim eventually argue with each other about how their respective attitudes affect the other; Charlie believes that Pim forces people to be happy, whereas Pim believes Charlie's attitude is unhelpful because they're trying to cheer people up.

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* CynicIdealistDuo: Pim is the idealist as he always has an upbeat attitude and tries to see the best in everyone. Charlie and Alan are the cynic, Charlie tries to be more levelheaded and realistic, and realistic compared to Pim, whereas, Alan just wants to get the job done and get rid of Gwimbly. finish it as soon as possible. This is eventually deconstructed in "Charlie Dies and Doesn't Come Back", where Charlie and Pim eventually argue with each other about how their respective attitudes affect the other; Charlie believes that [[HappinessIsMandatory Pim forces people to be happy, whereas happy]], no matter how right they are to be upset. Whereas, Pim believes Charlie's attitude is unhelpful because they're trying to cheer help people up.smile and believes that Charlie has to be motivated to do his job.


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* FatalFlaw:
** Naivity. Although Pim tries to help clients smile again, clients like Desmond show that these problems are too complicated and deep-rooted for him to realistically fix. As shown by how Pim thought he could help Desmond by taking him to an amusement park, despite the latter showing that he was on the verge of shooting himself.
** Selfishness. Although Pim can be selfless and altruistic, it is shown multiple times that Pim often tries to resolve issues by himself rather than heed warnings or accept that not everyone is as idealistic as him. In his argument with Charlie, Charlie makes a point that Pim forces people to be happy and tries to phrase his arguments as if everyone is affected by Charlie's attitude when it was just Pim affected by it. Despite Charlie telling Pim that he thinks Desmond has already chosen to kill himself, Pim still tries to help Desmon but it instead makes Pim similarly depressed.
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** Although slightly subverted in Desmond's case. He does immediately recognize that they're out of their depth in dealing with a man literally on the verge of suicide. However, rather than shifting responsibility to proper care-workers who could help him, he advises to Pim that they should just drop the job and leave Desmond to kill himself.
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* WhatExactlyIsHisJob: It's unknown what his role in the Smiling Friends charity group is, as Alan seems to be in charge of maintaining the office and its supplies, doing things like washing the dishes and checking the fridge. Glep is seen mopping the floor at the end of "Desmond's Big Day Out", but he simply could have volunteered to do that in Alan's place, given that sort of task would fall under his jurisdiction, as well as Alan being injured by the Bliblies, meaning he could've required a break from his job so he could recover.

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* WhatExactlyIsHisJob: It's unknown what his role in the Smiling Friends charity group is, as Alan Allan seems to be in charge of maintaining the office and its supplies, doing things like washing the dishes and checking the fridge. Glep is seen mopping the floor at the end of "Desmond's Big Day Out", but he simply could have volunteered to do that in Alan's Allan's place, given that sort of task would fall under his jurisdiction, as well as Alan Allan being injured by the Bliblies, meaning he could've required a break from his job so he could recover.



* EarlyBirdCameo: Seen near the end of Episode 2 in a Youtube thumbnail.

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* EarlyBirdCameo: Seen near the end of Episode 2 in a Youtube [=YouTube=] thumbnail.

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-> '''Voiced by:''' Michael Cusack



->'''Voiced by:''' Michael Cusack



-> '''Voiced by:''' Zach Hadel



->'''Voiced by:''' Zach Hadel



--> '''Charlie:''' Pim, I'm just ''helping out'', something that I ''never do'' according to you! Does this put anyone in a- ''bad mood?'' Does this put anyone in a ''bad [[KilledMidSentence mood]]-?!''

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--> '''Charlie:''' --->'''Charlie:''' Pim, I'm just ''helping out'', something that I ''never do'' according to you! Does this put anyone in a- ''bad mood?'' Does this put anyone in a ''bad [[KilledMidSentence mood]]-?!''



-> '''Voiced by:''' Michael Cusack



->'''Voiced by:''' Michael Cusack



-> '''Voiced by:''' Zach Hadel, [[spoiler: Joshua Tomar (Elderly Glep)]]



->'''Voiced by:''' Zach Hadel, [[spoiler:Joshua Tomar (Elderly Glep)]]



-> '''Voiced by:''' Marc M.



->'''Voiced by:''' Marc M.



* AccidentalHero: He spends most of the episode "Frowning Friends" [[spoiler: suffering through a psychotic break, cumulating in him trying to murder Grim and Gnarly. This however ends up making the Frowning Friends fall out of favor with everyone when Grim cowers in fear when Mr. Boss holds him at gunpoint right after he said that nothing matters because everyone's going to die]].

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* AccidentalHero: He spends most of the episode "Frowning Friends" [[spoiler: suffering [[spoiler:suffering through a psychotic break, cumulating in him trying to murder Grim and Gnarly. This however ends up making the Frowning Friends fall out of favor with everyone when Grim cowers in fear when Mr. Boss holds him at gunpoint right after he said that nothing matters because everyone's going to die]].



* CreatorThumbprint: The Boss's first scene has a strong resemblance to [[https://www.youtube.com/watch?v=BjMAcDUmO8Y Zach's promo video for the Gremblo Art Show]], down to him chastising his son for biting him.
** The sudden drawl he adopts is fairly common in Marc M's work as well.

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* CreatorThumbprint: The Boss's Boss' first scene has a strong resemblance to [[https://www.youtube.com/watch?v=BjMAcDUmO8Y Zach's promo video for the Gremblo Art Show]], down to him chastising his son for biting him.
** The sudden drawl he adopts is fairly common in Marc M's M.'s work as well.



-> '''Voiced by:''' [[WebVideo/OneyPlays Chris O'Neill]]



->'''Voiced by:''' [[WebVideo/OneyPlays Chris O'Neill]]



--> '''Announcer:''' IT'S SMORMU! YOU VOTED, AND WE LISTENED! THIS CANNOT BE UNDONE! SMORMU IS HERE TO STAY!

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--> '''Announcer:''' -->'''Announcer:''' IT'S SMORMU! YOU VOTED, AND WE LISTENED! THIS CANNOT BE UNDONE! SMORMU IS HERE TO STAY!

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* CheeryPink: Pim is a pint-sized bundle of joy who has a pink skin tone.

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* CheeryPink: Pim is a pint-sized bundle of joy who has a pink pinkish skin tone.



* TheCutie: He's a tiny little fella with a cheerful and idealistic mindset whose kind and considerate to virtually everybody he meets.
* DeconstructedCharacterArchetype: Of TheIdealist. Pim genuinely wants to help people with their problems, but they're often too complex or deep-seated for him to realistically fix. Especially considering his simplistic methods of trying to cheer people up, like thinking taking Desmond, a suicidally depressed man, to a party or an amusement park will immediately make him feel better. Desmond even lampshades it when Pim brings him to lunch with his breathtakingly dysfunctional family.

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* TheCutie: He's a tiny little fella with a cheerful and idealistic mindset whose who is kind and considerate to virtually everybody he meets.
* DeconstructedCharacterArchetype: Of TheIdealist. Pim genuinely wants to help people with their problems, but they're often too complex or deep-seated for him to realistically fix. Especially considering his simplistic methods of trying to cheer people up, like thinking taking Desmond, Desmond - a suicidally depressed man, man - to a party or an amusement park will immediately make him feel better. Desmond even lampshades it when Pim brings him to lunch with his breathtakingly dysfunctional family.



* FatalFlaw: Charlie's downbeat attitude makes him ill-equipped at helping to cheer people up, often relying on Pim to fo the actual work while he hangs back and enjoys the perks of the job. Whenever he's forced to do his job alone, Charlie's flaws are all the more glaring. He's unable to give Satan any guidance without making it sound judgemental and when he finds out Satan CantTakeCriticism he just doubles down and escalates the situation.



* InkSuitActor: Caricatures of Zach Hadel made by his friends and himself often exaggerate the nose due to his nasal voice, all of which have been adapted into Charlie's character.

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* InkSuitActor: Caricatures of Zach Hadel made by his friends and himself often exaggerate the nose due to his nasal voice, all of which have been adapted into Charlie's character. Charlie also isn't able to handle James when he displays psychopathic tendencies and just folds to his whims without trying to quietly guide James into an acceptable compromise.



* TheSlacker: Once he let Pim take the lead, he couldn't come up with a single idea to help Desmond.

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* TheSlacker: Once he let Pim take the lead, he couldn't come up with a single idea to help Desmond. Charlie also doesn't seem to be in much of a hurry to save Mr Frog's reputation once he figures out that the length of this assignment will allow him to mooch off the disgraced celebrity.
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* CynicIdealistDuo: Pim is the idealist as he always has an upbeat attitude and tries to see the best in everyone. Charlie and Alan are the cynic, Charlie tries to be more levelheaded and realistic, and Alan just wants to get the job done and get rid of Gwimbly. This is eventually deconstructed in "Charlie Dies and Doesn't Come Back", where Charlie and Pim eventually argue with each other about how their respective attitudes affect the other; Charlie believes that Pim forces people to be happy, whereas Pim believes Charlie's attitude is unhelpful because they're trying to cheer people up.
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* TinyGuyHugeGirl: WordOfGod states the blonde human woman thrice his height he's been seen with is his wife, who is named Marge Simpson ([[Characters/TheSimpsonsMargeSimpson no relation]]).

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* TinyGuyHugeGirl: WordOfGod states the blonde human woman thrice his height he's been seen with is his wife, who is named Marge Simpson ([[Characters/TheSimpsonsMargeSimpson ([[WesternAnimation/TheSimpsons no relation]]).
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!!The Boss

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!!The Boss/Mr. Boss

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* InconsistentSpelling: The official closed captions for the pilot misspell his name as "''Fleb''".



* SpellMyNameWithAnS: The official closed captions for the pilot misspell his name as "''Fleb''".
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* CasualDangerDialogue: [[spoiler:When he points his [=M16=] at Grim and the latter breaks down begging for mercy, Mr. Boss regains his composure to say that he was just going to kill him in a rather casual tone. Somewhat justified as Grim had displayed nihilistic viewpoints up until now and, [[{{Hypocrite}} had he actually believed in what he said]], wouldn't care too much about his own imminent demise.]]
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'''The Smiling Friends''' | [[Characters/SmilingFriendsClients Clients]] | [[Characters/SmilingFriendsOtherCharacters Other Characters]]-]]]]]

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'''The Smiling Friends''' | [[Characters/SmilingFriendsClients Clients]] | [[Characters/SmilingFriendsVillains Villains]] | [[Characters/SmilingFriendsOtherCharacters Other Characters]]-]]]]]

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* NominalHero: Downplayed. He's not really a bad guy, but doesn't really care that much about helping people.



* OnlySaneByComparison: Downplayed. He's mostly sane, but Pim accurately points out the fact he refuses to do his job out of apathy and cynicism makes him a terrible employee, and that for as eccentric as everyone else is, they at least ''try'' to do their jobs to the best of their ability.



* PunchClockHero: It's heavily implied Charlie's OnlyInItForTheMoney, and he doesn't really care about doing his job.



* BerserkButton: Don't startle him or he'll kick you in the face.



* FaceHeelTurn: [[spoiler:Joins the Frowning Friends simply because they have a better 401K plan. He leaves later.]]

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* FaceHeelTurn: [[spoiler:Joins Joins the Frowning Friends simply because they have a better 401K plan. He leaves later.]]


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* JerkWithAHeartOfGold: Zig-zagged. He's mostly cordial with his coworkers, but comes off as rather amoral.


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* TokenEvilTeammate: Somewhat. He comes off as the most amoral and cruel of the Smiling Friends, particularly in the Season 2 premiere, where he abuses Gwimbly for being homeless and sleeping outside their office, and kicks a Secretary in the face for startling him.
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'''Charlie:''' Look. I can barely explain the nutty adventure I've just went on. So I'm not going to-I don't-I don't wanna talk about it. ''[beat]'' '''I've seen the Devil.'''

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'''Charlie:''' Look. I can barely explain the nutty adventure I've just went on.on... So I'm not going to-I don't-I don't wanna talk about it. ''[beat]'' '''I've seen the Devil.'''
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* ADayInTheLimelight: Leads the B-plot in "Desmond's Big Day Out". He also replaces Charlie in the A-plot with Pim in "Gwimbly: DREEEDX4K (ADC)."

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* ADayInTheLimelight: Leads the B-plot in "Desmond's Big Day Out". He also replaces Charlie in the A-plot with Pim in "Gwimbly: DREEEDX4K [=DREEEDX4K=] (ADC)."

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Fixing indentation. Seems more like a Continuity Nod than an internal homage.


* ContinuityNod: Pim wore glasses when he was much younger, as shown in his Enchanted Forest flashback. However, at his current age in the show, Pim has stopped wearing glasses. This ties into the continuity established a few episodes earlier, where [[spoiler:Charlie repeatedly insisted Pim needed to get his eyes checked.]]



* EveryoneHasStandards: There are a few occasions where even ''Pim's'' WideEyedIdealist views and enthusiasm have their limits. He's clearly disturbed by Mr. Frog's violent and AxCrazy tendencies, and appears ready to write him off as a lost cause after Mr. Frog seemingly kills his career once and for all for his comments to Jimmy Fallon on ''The Tonight Show''.
-->'''Pim:''' ''(to Charlie)'' Um... that was, uh... [[{{Understatement}} That was really bad]].

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* EveryoneHasStandards: There are a few occasions where even ''Pim's'' WideEyedIdealist views and enthusiasm have their limits. limits.
**
He's clearly disturbed by Mr. Frog's violent and AxCrazy tendencies, and appears ready to write him off as a lost cause after Mr. Frog seemingly kills his career once and for all for his comments to Jimmy Fallon on ''The Tonight Show''.
-->'''Pim:''' --->'''Pim:''' ''(to Charlie)'' Um... that was, uh... [[{{Understatement}} That was really bad]].



* InternalHomage: Pim wore glasses when he was much younger, as shown in his Enchanted Forest flashback. However, at his current age in the show, Pim has stopped wearing glasses. This ties into the continuity established a few episodes earlier, where [[spoiler:Charlie repeatedly insisted Pim needed to get his eyes checked.]]



* RightForTheWrongReasons: Promises Desmond that he'll have a "big smile on his handsome face" at the end of the day. [[spoiler: Desmond DOES end up with a big smile on his face, but it came from finding a new purpose in his life, with Pim's efforts contributing nothing.]]

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* RightForTheWrongReasons: Promises Desmond that he'll have a "big smile on his handsome face" at the end of the day. [[spoiler: Desmond [[spoiler:Desmond DOES end up with a big smile on his face, but it came from finding a new purpose in his life, with Pim's efforts contributing nothing.]]
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-->'''Pim:''' ''(to Charlie)'' Um... that was, uh... [[{{Understatement}} That was really bad]].
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* AccentUponTheWrongSyllable: He usually enunciates his speech very deliberately and tends to put extra emphasis on hard consonants that most other speakers would soften (Dir'''t'''y brown wa'''t'''er, sprayin'''g''').

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* DelayedReaction: It takes him until James stops talking after he rips his nose off to scream in pain.



* ADayInTheLimelight: Leads the B-plot in "Desmond's Big Day Out".

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* ADayInTheLimelight: Leads the B-plot in "Desmond's Big Day Out". He also replaces Charlie in the A-plot with Pim in "Gwimbly: DREEEDX4K (ADC)."



* JerkassToOne: Normally he's cordial enough, but he treats Gwimbly rather dismissively, spraying him with dirty brown water to get him to leave and only stopping to help because his arm got tired of it, and constantly trying to find an easy way out of helping him smile afterwards, even to the point of asking if he can just sleep at Mr. Millipede's grave so he and Pim can leave. After everything's said and done he's more happy that he doesn't have to spray him anymore than [[spoiler:him making a comeback.]]



* PunchClockHero: Whatever his job is at the office, it becomes clear with Gwimbly that he's not very excited to actually go on the field and help people smile like Pim.



* HiddenDepths: He seems to be an avid gamer with him playing RealTimeStrategy games in the pilot and also playing a [[VideoGame/DanceDanceRevolution Dance Dance Revolution-esque]] game in "Frowning Friends" as well is any indication.

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* HiddenDepths: He seems to be an avid gamer with him playing RealTimeStrategy games in the pilot and also playing a [[VideoGame/DanceDanceRevolution Dance Dance Revolution-esque]] game in "Frowning Friends" as well is any indication. He also sold his likeness to appear in a platform fighter, [[spoiler:the same one Gwimbly and Troglore got into]].
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* OlderThanTheyLook: Despite looking and behaving like a child, he's old enough that a group of frat kids mock him over it.

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* OlderThanTheyLook: Despite looking and behaving like a child, he's old enough that a group of frat kids mock him over it. In the commentary for the Enchanted Forest episode, Michael Cusack states that Pim is 33 and Charlie is 27.
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** This continues into the season 2 premiere, where James forces Charlie to do things such as dress up like a French maid and bake him a casserole. And then his nose gets ripped off by James while Charlie pleads for him to smile and put him out of his suffering.
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* BigGuyLittleGuy: Two separate duos, Charlie and Pim as well as Allan and Glep.
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* SphereEyes: Has big, round eyes, one slightly larger than the other.
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* HeroicBSOD: Implied, considering [[spoiler:the face he makes at the end of the pilot. He gets better.]]

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* HeroicBSOD: Implied, considering [[spoiler:the face he makes at the end of the pilot. [[StatusQuoIsGod He gets better.better]].]]
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** He also points out that what they do is a Job, and can't or don't have to help unless asked for. Gwimbly was on hard times and Pim wanted to help him, but Gwimbly never actually asked for their help at any point, thereby making Gwimbly's predicament none of their business. He only really got help because Pim's loved his games and is dedicated to his work, and Allan simply wanted him gone from their lot. Charlie doesn't stop them, but he didn't help them either, following company policy, which does bite him in the ass not to long after.

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