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Anakin hasn’t actually beat Ventress in canon yet but admittedly he does come close a few times.


* AlwaysSomeoneBetter: To Anakin as Darth Vader. Despite previously defeating some of the best lightsaber duelists in the galaxy such as Cin Drallig, Asajj Ventress, Eeth Koth, and Count Dooku, the last of whom Obi-Wan never even won against, he consistently loses against his old master Obi-Wan in all-out duels. Even when outmatched in their last duel, Obi-Wan still won in the long term, since he willingly became a Force Ghost to guide Luke in becoming a Jedi. It's justified since Obi-Wan's defensive lightsaber form was a perfect counter to that of Vader's aggressive lightsaber form. Also, as Palpatine alluded in Obi-Wan's series, Vader's subconscious attachments hamper his prowess.

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* AlwaysSomeoneBetter: To Anakin as Darth Vader. Despite previously defeating some of the best lightsaber duelists in the galaxy such as Cin Drallig, Asajj Ventress, Eeth Koth, and Count Dooku, the last of whom Obi-Wan never even won against, he consistently loses against his old master Obi-Wan in all-out duels. Even when outmatched in their last duel, Obi-Wan still won in the long term, since he willingly became a Force Ghost to guide Luke in becoming a Jedi. It's justified since Obi-Wan's defensive lightsaber form was a perfect counter to that of Vader's aggressive lightsaber form. Also, as Palpatine alluded in Obi-Wan's series, Vader's subconscious attachments hamper his prowess.
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*[[DestructiveRomance Destructive Bromance]]: With Anakin. They're extremely close and bonded to each other, but Obi-Wan's and the Council's wise decision to essentially park Anakin in an apprenticeship/partnership with Obi-Wan for thirteen straight years, where they end up perceiving each other as some messy mixture of teacher-student, parent-child, pseudo-brothers, best friends, sometimes-rivals, and even co-parents to Ahsoka (who, to give perspective, was Anakin's Padawan for ''three'' years), while the Order took a hands-off approach to Anakin's emotional struggles, sets them both up for failure on the "attachment" front. Anakin winds up massively emotionally dependent on Obi-Wan while also resenting him, envying him, sometimes distrusting him, and concealing major aspects of his life from him. Obi-Wan - who all but raised Anakin but is expected to be able to turn on a dime and ''kill him'' - so deeply internalizes a sense of personal responsibility for Anakin even in adulthood that his "failure" to save Anakin from the DarkSide leads him to a decade-long HeroicBSOD.

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** The "Rako Hardeen" arc takes this up to eleven, with Obi-Wan not only faking his death, but also failing to properly apologize to Anakin afterwards. It's especially jarring since Obi-Wan of all people should know the pain of losing a close friend/mentor.



** He showed signs of this over for faking his death in ''The Clone Wars'', since it clearly had a negative effect on Anakin's emotional wellbeing.

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** He briefly showed signs of this over for faking his death in ''The Clone Wars'', since it clearly had a negative effect on Anakin's emotional wellbeing.upset Anakin. That said, it was later brushed aside at the moment to address Bane's plot.
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* InnocentlyInsensitive: His biggest weakness. For instance, in ''The Phantom Menace'', he continued to argue with Qui-Gon about Anakin's training while Anakin is ''standing right there.'' While significantly toned down after ''Revenge of the Sith'', elements of this still persist even after Obi-Wan became a Force Ghost.

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* InnocentlyInsensitive: His biggest weakness. For instance, in ''The Phantom Menace'', he continued to argue with Qui-Gon about Anakin's training while training, even calling Anakin "dangerous" while he is ''standing right there.'' While significantly toned down after ''Revenge of the Sith'', elements of this still persist even after Obi-Wan became a Force Ghost.



** In spite of him promising to train Anakin and fulfill Qui-Gon's dying wish, Obi-Wan (per Creator/EwanMcGregor's own discussions with Creator/GeorgeLucas) felt very embittered of having this responsibility thrust upon him. Oni-Wan also tried his best to parent Anakin, but his teachings still leaned heavily on the Jedi Order's "let the Council decide" mentality. He also struggled to deal with Anakin's grief and trauma.

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** In spite of him promising to train Anakin and fulfill Qui-Gon's dying wish, Obi-Wan (per Creator/EwanMcGregor's own discussions with Creator/GeorgeLucas) felt very embittered of having this responsibility thrust upon him. Oni-Wan Obi-Wan also tried his best to parent Anakin, but his teachings still leaned heavily on the Jedi Order's "let the Council decide" mentality. He also struggled to deal with Anakin's grief and trauma.



* OneManArmy: Being an incredibly skilled and powerful Jedi, Obi-Wan has destroyed several Separatist droids on his own long before the Clone Wars even began. In his self-titled show, he takes down multiple Stormtroopers by himself with just a small blaster and that's ''before'' he starts regaining his lightsaber skills and using it to mow them down with ease.

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* OneManArmy: Being an incredibly skilled and powerful Jedi, Obi-Wan has destroyed several many Separatist droids on his own long before the Clone Wars even began. In his self-titled show, he takes down multiple Stormtroopers by himself with just a small blaster and that's ''before'' he starts regaining his lightsaber skills and using it to mow them down with ease.



* SugarAndIcePersonality: Obi-Wan can be aloof and stoic but also compassionate and friendly.

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* SugarAndIcePersonality: Obi-Wan can be aloof and stoic stoic, but also compassionate and friendly.
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I read the AOTC script and it said this about the duel

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* CurbstompCushion: In ''Attack of the Clones'', he's clearly outmatched against Count Dooku without Anakin's help and he knows it, telling Anakin that he can't take Dooku alone and that he needs his help to win prior to the duel. Despite this, he still briefly drives him back during the duel before Dooku regains control and takes him down with ease.

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* IDidWhatIHadToDo: In regards to faking his death, Obi-Wan states to a distraught Anakin that his deception was necessary, even if it was "questionable". Unsurprisingly, this only worsened things, not helped by Obi-Wan's lack of an apology.



* JerkassHasAPoint: While there were times when he was too critical and insensitive towards Anakin, when Anakin as Darth Vader [[NeverMyFault starts blaming him for Padmé's "betrayal"]], Obi-Wan rightly notes that the latter's own actions (killing innocent Padawans) caused this. Also, while his assessment towards Qui-Gon about Anakin's fall into TheDarkSide is somewhat arguable, Obi-Wan definitely has a point about Anakin's personal choices in it.

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* JerkassHasAPoint: While there were times when at times, he was too critical and insensitive towards Anakin, when Anakin as Darth Vader [[NeverMyFault starts blaming him for Padmé's "betrayal"]], Obi-Wan rightly notes that the latter's own actions (killing innocent Padawans) innocents) caused this. Also, while his assessment towards Qui-Gon about Anakin's fall into TheDarkSide is somewhat arguable, Obi-Wan definitely has a point about Anakin's personal choices in it.



** He comes to feel guilt over for faking his death in ''The Clone Wars'', since it clearly had a negative effect on Anakin's emotional wellbeing.

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** He comes to feel guilt showed signs of this over for faking his death in ''The Clone Wars'', since it clearly had a negative effect on Anakin's emotional wellbeing.



* NiceGuy: He is easily the nicest and most immediately personable member of the Jedi Council in the Prequel Trilogy and ''The Clone Wars''. Overall, he maintains a kind demeanor and strong moral code in spite of the vast amount of hardship he faces.

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* NiceGuy: He is easily the nicest and most immediately personable member of the Jedi Council in the Prequel Trilogy and ''The Clone Wars''. Overall, he maintains a kind demeanor and strong moral code in spite of the vast amount of hardship he faces.

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Obi countered all of these but it wasn’t easy so it’s not a No Sell. He was visibly straining from holding up a boulder when Vader destroyed the ground.


* NeverForgottenSkill: Despite a decade of never touching his lightsaber and shutting himself off from the Force out of guilt, once Obi-Wan swallows his guilt he quickly gets his lightsaber skills and Force abilities back like he never lost them. He even manages to defeat Darth Vader who, in comparison, spent the better part of that decade learning Obi-Wan's fighting style so he knows how to both use and break its impenetrable defense.



* No-Sell: After regaining his former skill and then some, [[spoiler: his duel with Vader has the Sith improvise in an attempt to put Obi-wan down; all of them fail. The first was when Vader used the ground for obi wan to fall and collapse into. He gets a second wind and continues his assault on Vader. The second was when it became clear that obi wan is gaining the upper hand in the lightsaber duel, Vader attempts to use to force to even the odds; Obi wan's response is to use even MORE aggressive attacks that eventually lead to an opening in Vader to attack is life support system. The last desperate attempt was when Vader tried to use a stone pillar to shake Obi wan off; this failed to give Obi wan any damage at all and from there Obi wan wins his battle against Darth Vader.]]
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* No-Sell: After regaining his former skill and then some, [[spoiler: his duel with Vader has the Sith improvise in an attempt to put Obi-wan down; all of them fail. The first was when Vader used the ground for obi wan to fall and collapse into. He gets a second wind and continues his assault on Vader. The second was when it became clear that obi wan is gaining the upper hand in the lightsaber duel, Vader attempts to use to force to even the odds; Obi wan's response is to use even MORE aggressive attacks that eventually lead to an opening in Vader to attack is life support system. The last desperate attempt was when Vader tried to use a stone pillar to shake Obi wan off; this failed to give Obi wan any damage at all and from there Obi wan wins his battle against Darth Vader.]]
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** In his own series, even when out of practice and initially a shell of his former self, all he needs get his groove back is proper motivation and wielding his lightsaber again. An incredible feat when several characters require significant amount of time to regain a fraction of their glory days; Obi-Wan does it in a couple of days [[spoiler: and even wins against Darth Vader.]]
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** Sidious thinks the prospect of Kenobi defeating Vader on Mustafar is absurd[[/note]]Clearly, [[EvilCannotComprehendGood Sidious didn't factor in Anakin's lingering attachments and regret]][[/note]]. PlayedWith here though, since he comes to acknowledge Kenobi afterwards, admitting in private that if the collective Jedi Order had shown as much resolve in facing the Sith, he likely wouldn't have won.

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** Sidious thinks the prospect of Kenobi defeating Vader on Mustafar is absurd[[/note]]Clearly, absurd[[note]], Clearly, [[EvilCannotComprehendGood Sidious didn't factor in Anakin's lingering attachments and regret]][[/note]].regret]] at all[[/note]]. PlayedWith here though, since he comes to acknowledge Kenobi afterwards, admitting in private that if the collective Jedi Order had shown as much resolve in facing the Sith, he likely wouldn't have won.

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* ProperlyParanoid: He's heavily against the Jedi Council assigning Anakin as Padmé's bodyguard and escort to Naboo and at one point, micromanages him by telling to not do anything without talking to him or the Council first. Considering how this assignment lead to Anakin slaughtering a Tusken tribe after his mother died and later marrying Padmé, both of which heavily contributed to his turn to the Dark Side, his concerns that Anakin wasn't ready for the assignment are pretty valid to an extent.
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* AttackAttackAttack: When he fights Vader in the final episode, he uncharacteristically fights him very aggressively. He's frequently on the attack, using his speed and agility to match Vader's power-based strikes. He even uses some of Anakin's old techniques that he can't perform as Vader anymore due to being hampered by his cybernetics, like his spinning lightsaber strike.


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* BatmanGambit: In a reversal of the tactic he employed to defeat and kill Maul, Obi-Wan uses his Soresu stance to fool Vader into thinking he'll fight defensively like he typically does. It works like a charm, as Obi-Wan's surprise aggression forces Vader to duel with both hands and with more caution.
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* WorfHadTheFlu: While he still puts up a pretty good fight, he is unable to defeat Vader and has to become one with the Force during their duel in the Death Star because as stated by Vader during the fight and Obi-Wan himself in his narration of the fight in ''From a Certain Point of View'', old age has made him weak and thus he's no longer strong enough to beat Vader like he did in his own show and in ''Revenge of the Sith''.
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** Anakin was taught by the strict and critical Obi-Wan, but had a more laid-back approach when teaching his own Padawan, Ahsoka Tano; Obi-Wan was taught by a comparatively easygoing Qui-Gon Jinn, but was more authoritative with Anakin during the latter's Padawan years. Anakin and Qui-Gon openly stood up for their students against the Jedi Council, whereas Obi-Wan did so mostly outside Anakin and Ahsoka's presence. This greatly strained Obi-Wan's relationship with both younger Jedis, while Qui-Gon had a less complicated relationship overall.

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** Anakin was taught by the strict and critical Obi-Wan, but had a more laid-back approach when teaching his own Padawan, Ahsoka Tano; Obi-Wan was taught by a comparatively easygoing Qui-Gon Jinn, but was more authoritative with Anakin during the latter's Padawan years. Anakin and Qui-Gon openly stood up for their students against the Jedi Council, whereas Obi-Wan did so mostly outside Anakin and Ahsoka's presence. This greatly strained Obi-Wan's relationship with both younger Jedis, Jedi, while Qui-Gon had a less complicated relationship overall.



* ImprobableAimingSkills: Like most Jedis, despite having a low opinion on blasters, Obi-Wan is an incredibly deadly sharpshooter. He manages to score impressive shots with a sniper rifle in "The Box" during a test to see how good his shooting skills are, managed to kill General Grievous by shooting him several times in the chest without missing once, and in his own series, is able to gun down multiple Stormtroopers on his own with just a small blaster in Mapuzo.

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* ImprobableAimingSkills: Like most Jedis, Jedi, despite having a low opinion on blasters, Obi-Wan is an incredibly deadly sharpshooter. He manages to score impressive shots with a sniper rifle in "The Box" during a test to see how good his shooting skills are, managed to kill General Grievous by shooting him several times in the chest without missing once, and in his own series, is able to gun down multiple Stormtroopers on his own with just a small blaster in Mapuzo.
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** Zigzagged regarding his InnocentlyInsensitive attitude. While Obi-Wan was far more patient and understanding towards Luke than towards Anakin, his actions when Luke confronted him about Vader's true identity were arguably insensitive. That said, he seems to have fully learnt his lesson by "From a Certain Point of View: Return of the Jedi".

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** Zigzagged regarding his InnocentlyInsensitive attitude. While Obi-Wan was far more patient and understanding towards Luke than towards Anakin, his actions when Luke confronted him about Vader's true identity were arguably rather insensitive. That said, he seems to have fully learnt his lesson by "From a Certain Point of View: Return of the Jedi".



* WarHero: Not just a legendary Jedi, but a general in the Clone Wars. This is why Leia seeks him out.

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* WarHero: Not just a legendary Jedi, Jedi Master, but a general in the Clone Wars. This is why Leia seeks him out.
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This wasn’t revealed, only hinted but not truly confirmed


* AdaptationalSexuality: In the prequel novel ''Padawan'', Obi-Wan is revealed as a biromantic asexual in the canon, whereas he was straight in ''Legends''.
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If this flaw was only occasional (at times), then it’s just a flaw, not a fatal flaw.


** At times, Obi-Wan had a black and white view of things, which clouded his overall judgement. In one case, while making a deal with jewel thieves, Qui-Gon laughed at Obi-Wan's display of moral absolutism.
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in the clone wars, dooku's lightsaber technique makes it clear he has complete control over the battle, even when anakin and obi wan are fighting simultaneously, it is both his lightsaber skills AND his mastery over the force that enables him to win


** Count Dooku was this to Obi-Wan during the Clone Wars. Obi-Wan has defeated, whether by force or wit, Maul, Ventress, Jango Fett, Darth Vader, General Grievous, various [[CListFodder minions of the CIS]], and Maul and Savage Opress simultaneously. However, even in his mid-thirties, Obi-Wan was ultimately outmatched against Dooku in their final battle. That said, this was more from Dooku's sudden use of the Force, rather than a gap in lightsaber techniques.

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** Count Dooku was this to Obi-Wan during the Clone Wars. Obi-Wan has defeated, whether by force or wit, Maul, Ventress, Jango Fett, Darth Vader, General Grievous, various [[CListFodder minions of the CIS]], and Maul and Savage Opress simultaneously. However, even in his mid-thirties, Obi-Wan was ultimately outmatched against Dooku in their final battle. That said, this was more from Dooku's sudden use of the Force, rather than a gap in lightsaber techniques.
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General clarification on works content


* ParentalHypocrisy: Slightly. Obi-Wan can be somewhat exasperated with Anakin for rebellious behavior, when ''Master and Apprentice'' reveals that he used to be just as rebellious. Like many adults with this issue, it's clear that Obi-Wan just wants what's best for his student.

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* ParentalHypocrisy: Slightly. Obi-Wan can be somewhat exasperated with Anakin for his rebellious behavior, attitude, when the novel ''Master and Apprentice'' reveals that he used to be just as rebellious. Like many adults with this issue, it's clear that Obi-Wan just wants what's best for his student.
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** Count Dooku was this to him. Obi-Wan has defeated, whether by force or wit, Maul, Ventress, Jango Fett, Darth Vader, General Grievous, various [[CListFodder minions of the CIS]], and Maul and Savage Opress simultaneously. Count Dooku is the exception to this, having consistently defeated Obi-Wan with ease until their last confrontation (Though given Kenobi later stalemated Anakin, it's possible Palpatine was weakening Obi-Wan to get him out of the way). While it's possible Kenobi surpassed him later in life, there was no point where Dooku was alive where Kenobi could've bested him.

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** Count Dooku was this to him.Obi-Wan during the Clone Wars. Obi-Wan has defeated, whether by force or wit, Maul, Ventress, Jango Fett, Darth Vader, General Grievous, various [[CListFodder minions of the CIS]], and Maul and Savage Opress simultaneously. Count Dooku is the exception to this, having consistently defeated However, even in his mid-thirties, Obi-Wan with ease until was ultimately outmatched against Dooku in their last confrontation (Though given Kenobi later stalemated Anakin, it's possible Palpatine final battle. That said, this was weakening Obi-Wan to get him out more from Dooku's sudden use of the way). While it's possible Kenobi surpassed him later Force, rather than a gap in life, there was no point where Dooku was alive where Kenobi could've bested him.lightsaber techniques.



* CynicalMentor: He [[DownplayedTrope could sometimes be one towards Anakin]]. Despite being TheAce, Obi-Wan simply wasn't ready to mentor someone as special as TheChosenOne. Though maturity on both sides help their relationship by "The Clone Wars", there are moments when Obi-Wan can be somewhat tactless towards Anakin, such as: not understand Anakin's grief over R2-D2's disappearance, and pointing out Ahsoka's decision to leave the Jedi Order.

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* CynicalMentor: He [[DownplayedTrope could sometimes be one towards Anakin]]. Despite being TheAce, Obi-Wan simply wasn't ready to mentor someone as special as TheChosenOne. Though maturity on both sides help their relationship by "The Clone Wars", there are moments when Obi-Wan can be somewhat tactless towards Anakin, such as: not understand Anakin's grief over R2-D2's disappearance, when R2-D2 went missing in action, when Ahsoka left the Jedi Order, and when pointing out Ahsoka's decision to leave why the Jedi Order.Council accepted Anakin as one of its members.



** With Anakin, he tends to be strict and at times critical, even chastising him once in public. Though Obi-Wan frequently praised Anakin, [[DeconstructedTrope it wasn't enough for him]], since he eventually chafes under Obi-Wan's teaching methods, feeling hurt by Obi-Wan's InnocentlyInsensitive actions. Palpatine ends up using this to his own advantage, alienating Anakin from Obi-Wan and the Jedi Order.
** Having learnt from his mistakes, Obi-Wan takes more of a Gentle Touch towards Luke's training, acting as a [[ParentalSubstitute nurturing father figure]]. It also contrasts him with Luke's second mentor Yoda, who is more skeptical of Luke and employs BrutalHonesty.

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** With Anakin, he tends to be strict and at times critical, even chastising him once in public. Though Obi-Wan frequently praised Anakin, [[DeconstructedTrope it wasn't enough for him]], since he eventually chafes under Obi-Wan's teaching methods, feeling hurt by Obi-Wan's InnocentlyInsensitive actions. Palpatine ends up using used this to his own advantage, alienating Anakin from Obi-Wan and the Jedi Order.
** Having learnt from his mistakes, Obi-Wan takes more of a Gentle Touch towards Luke's training, acting as a [[ParentalSubstitute nurturing father figure]]. It also contrasts him with Luke's second mentor Yoda, who is was more skeptical of Luke and employs employed BrutalHonesty.



** When Qui-Gon offers to take Anakin on as his Padawan, Obi-Wan is heartbroken, seeing it as Qui-Gon casting him aside. That Qui-Gon says it's because Obi-Wan is ready to be promoted to Knight does a lot to patch up the wound, the fact remains that he was blindsided by it and greatly hurt.
** He was distraught by Qui-Gon's death, but doesn't let it affect him too much, and he manages to defeat Maul not long after he fatally wounds Qui-Gon.

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** When Downplayed, but when Qui-Gon offers decides to take Anakin on as his Padawan, Obi-Wan is heartbroken, seeing subconsciously saw it as Qui-Gon casting him aside. That Fortunately, since Qui-Gon immediately says it's because Obi-Wan is ready to be promoted to Knight does a lot to patch up the wound, the fact remains that he was blindsided by it and greatly hurt.
Knight, Obi-Wan later reconciles with him.
** He was distraught by Qui-Gon's death, but doesn't let it affect him too much, and he manages when facing Maul, allowing the path to defeat Maul not long after he fatally wounds Qui-Gon.victory.



* HeroesPreferSwords: Just like all Jedi, Obi-Wan uses a lightsaber as his weapon. He in fact considers blasters to be "uncivilised".

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* HeroesPreferSwords: Just like all Jedi, Obi-Wan uses a lightsaber as his weapon. He in fact considers blasters to be "uncivilised"."uncivilized".



* HumbleHero: It seems that Obi-Wan is the only being who doesn't understand how great a Jedi he is--when the Council proposes to send their "most cunning and insightful Master" after Grievous, he has no idea who they mean. He's also surprised when Mace Windu--the guy who created his own form of lightsaber combat--refers to him as "the master of the classic form....Not ''a'' master. ''The'' master".
* {{Hypocrite}}: Despite being hurt by Qui-Gon's occasional InnocentlyInsensitive actions, Obi-Wan could be thoughtless towards Anakin as well, if mostly stemming from lack of experience. Likewise, [[YMMV/HomePage depending on what side of the linguistic debate your on]], his infamous quote that "Only a Sith deals in absolutes".

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* HumbleHero: It seems that Obi-Wan is the only being one who doesn't understand how great a Jedi he is--when the Council proposes to send their "most cunning and insightful Master" after Grievous, he has no idea who they mean. He's also surprised when Mace Windu--the guy who created his own form of lightsaber combat--refers to him as "the master of the classic form....Not ''a'' master. ''The'' master".
* {{Hypocrite}}: Despite being hurt by Qui-Gon's occasional InnocentlyInsensitive actions, Obi-Wan could be thoughtless towards Anakin as well, if mostly stemming from lack of experience.well. Likewise, [[YMMV/HomePage depending on what side of the linguistic debate your on]], his infamous quote that "Only a Sith deals in absolutes".



* ImprobableAimingSkills: Ironically, for a guy with a low opinion on blasters, Obi-Wan is an incredibly deadly sharpshooter. He manages to score impressive shots with a sniper rifle in "The Box" during a test to see how good his shooting skills are, managed to kill General Grievous by shooting him several times in the chest without missing once, and in his own series, is able to gun down multiple Stormtroopers on his own with just a small blaster in Mapuzo.

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* ImprobableAimingSkills: Ironically, for a guy with Like most Jedis, despite having a low opinion on blasters, Obi-Wan is an incredibly deadly sharpshooter. He manages to score impressive shots with a sniper rifle in "The Box" during a test to see how good his shooting skills are, managed to kill General Grievous by shooting him several times in the chest without missing once, and in his own series, is able to gun down multiple Stormtroopers on his own with just a small blaster in Mapuzo.



* LovedINotHonorMore: Obi-Wan clearly had feelings for Satine and stated in "[[Recap/StarWarsTheCloneWarsS2E13VoyageOfTemptation Voyage of Temptation]]" that he would've left the Jedi Order had she asked. However, he's dedicated to the ways of the Jedi and refuses to begin a relationship with her.

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* LovedINotHonorMore: Obi-Wan clearly had feelings for Satine and stated in "[[Recap/StarWarsTheCloneWarsS2E13VoyageOfTemptation Voyage of Temptation]]" that he would've left the Jedi Order had she asked. However, he's dedicated this never happened, with Obi-Wan still being in service to the ways of the Jedi and refuses to begin a relationship with her.Order until its destruction.



** Obi-Wan's rather poor timing on Mustafar pretty much erased any chance of Padme convincing Anakin to rethink his choices as Darth Vader. Likewise, since Anakin was of little threat after losing their duel, Obi-Wan could have either finished him off or saved him. If Obi-Wan did so, Palpatine might have lost the chance to reconvert Anakin into a servant for the Galactic Empire.

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** Obi-Wan's rather poor timing on Mustafar pretty much erased any chance of Padme convincing Anakin to rethink his choices as Darth Vader. Likewise, since Anakin was of little threat after losing their duel, Obi-Wan could have either finished him off or saved him. If Obi-Wan did so, Palpatine might would have lost the chance to reconvert Anakin into a servant for the Galactic Empire.



* SternTeacher: He's very adherent to the Jedi code, and frequently criticizes Anakin for his mistakes and his bending of the code increasingly often. This drives Anakin to seek a mentor who is a less strict and more accepting figure, [[EvilMentor like Palpatine]].

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* SternTeacher: He's very adherent to the Jedi code, and frequently criticizes Anakin for his mistakes and his bending of the code increasingly often. This drives Anakin to seek a mentor who is a less strict and more accepting figure, accepting, [[EvilMentor like Palpatine]].



* TookALevelInBadass: Obi-Wan goes from a polished Padawan who gets ''very'' lucky against an overconfident Sith apprentice to a powerful Jedi Master who has defeated the terrifying General Grievous, strikes down Darth Maul again with almost no effort (having previously taken on both Maul ''and'' Savage alone and sent them running after he nearly killed Savage, a feat only Palpatine could match) and bested Anakin, the most powerful Force User in the galaxy, in a straight fight as Darth Vader.

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* TookALevelInBadass: Obi-Wan goes from a polished Padawan who gets ''very'' lucky against an overconfident Sith apprentice to a powerful Jedi Master who has defeated the terrifying General Grievous, strikes down Darth Maul again with almost no effort (having previously taken on both Maul ''and'' Savage alone and sent them running after he nearly killed Savage, a feat only Palpatine could match) matched) and bested Anakin, the most powerful Force User in the galaxy, in a straight fight as Darth Vader.



** Sidious thinks the prospect of Kenobi defeating Vader on Mustafar is absurd[[/note]] Clearly, [[EvilCannotComprehendGood Sidious didn't factor in Anakin's lingering attachments and regret]][[/note]]. PlayedWith here though, since he comes to acknowledge Kenobi afterwards, admitting in private that if the collective Jedi Order had shown as much resolve in facing the Sith, he likely wouldn't have won.

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** Sidious thinks the prospect of Kenobi defeating Vader on Mustafar is absurd[[/note]] Clearly, absurd[[/note]]Clearly, [[EvilCannotComprehendGood Sidious didn't factor in Anakin's lingering attachments and regret]][[/note]]. PlayedWith here though, since he comes to acknowledge Kenobi afterwards, admitting in private that if the collective Jedi Order had shown as much resolve in facing the Sith, he likely wouldn't have won.



** Him and Qui-Gon had a teacher-student version of this. Qui-Gon was a fairly rebellious Jedi with a lot of out-there ideas, who regularly clashed with the Jedi Council over his unorthodox ways while Obi-Wan was a conservative, by-the-books Jedi, one who followed the Jedi Code far more strictly than his Master. This is a major reason why Obi-Wan was granted a seat on the Council, while Qui-Gon never was, despite being among the Jedi's best and brightest.

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** Him and Qui-Gon had a teacher-student version of this. Qui-Gon was a fairly rebellious Jedi with a lot of out-there ideas, who regularly clashed with the Jedi Council over his unorthodox ways while Obi-Wan was a conservative, by-the-books Jedi, one who followed the Jedi Code far more strictly than his Master. This is a major reason why Obi-Wan was granted a seat on the Council, while Qui-Gon never was, despite being among the Jedi's best and brightest.



* WellDoneSonGuy: In ''Film/ThePhantomMenace'', there is a scene where Obi-Wan apologizes for criticizing Qui-Gon's sometimes peculiar actions (taking Jar Jar with them and betting their ship on Anakin winning the podrace). Qui-Gon quickly praises Obi-Wan for his willingness to learn and tells him he would someday become a greater Jedi than Qui-Gon himself ever was.

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* WellDoneSonGuy: In ''Film/ThePhantomMenace'', there is a scene where Obi-Wan apologizes for criticizing Qui-Gon's sometimes peculiar actions (taking Jar Jar with them and betting their ship on Anakin winning the podrace). Qui-Gon quickly praises Obi-Wan for his willingness to learn and tells him he would someday become a greater Jedi than Qui-Gon himself ever was.himself.



* RebuiltPedestal: Unlike Qui-Gon and Luke, Obi-Wan initially did not believe in Anakin's redemption, deeming him as a lost cause. After proven otherwise though, Obi-Wan greets Anakin as an old friend and hero in their reunion.

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* RebuiltPedestal: Unlike Qui-Gon and Luke, Obi-Wan initially did not believe in Anakin's redemption, deeming him as a lost cause. After proven otherwise though, Obi-Wan greets Anakin as an old friend and hero in their reunion.the afterlife.



* TookALevelInKindness: Not that he wasn't always kind, but he's definitely less high-strung than he was in his younger days. He’s also considerably more mindful and respectful to droids than he used to be, as seen in A New Hope. Furthermore, he becomes a great deal more patient in teaching, essentially being the mentor Anakin needed as a Padawan. Compared to his conversation with Qui-Gon, Obi-Wan has also eased up with blaming Anakin for becoming Darth Vader, hence their reunion in the afterlife.

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* TookALevelInKindness: Not that he wasn't always kind, but he's definitely less high-strung than he was in his younger days. He’s also considerably more mindful and respectful to droids than he used to be, as seen in A "A New Hope.Hope". Furthermore, he becomes a great deal more patient in teaching, essentially being the mentor Anakin needed as a Padawan. Compared to his conversation with Qui-Gon, Obi-Wan has also eased up with blaming Anakin for becoming Darth Vader, hence their reunion in the afterlife.

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* AlwaysSomeoneBetter: To Anakin as Darth Vader. Despite previously defeating some of the best lightsaber duelists in the galaxy such as Cin Drallig, Eeth Kothlig, Eeth Koth, and Count Dooku, the last of whom Obi-Wan never even won against, he consistently loses against his old master Obi-Wan in all-out duels. Even when outmatched in their last duel, Obi-Wan still won in the long term, since he willingly became a Force Ghost to guide Luke in becoming a Jedi. It's justified since Obi-Wan's defensive lightsaber form was a perfect counter to that of Vader's aggressive lightsaber form. Also, as Palpatine alluded in Obi-Wan's series, Vader's subconscious attachments hamper his prowess.

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* AlwaysSomeoneBetter: To Anakin as Darth Vader. Despite previously defeating some of the best lightsaber duelists in the galaxy such as Cin Drallig, Eeth Kothlig, Asajj Ventress, Eeth Koth, and Count Dooku, the last of whom Obi-Wan never even won against, he consistently loses against his old master Obi-Wan in all-out duels. Even when outmatched in their last duel, Obi-Wan still won in the long term, since he willingly became a Force Ghost to guide Luke in becoming a Jedi. It's justified since Obi-Wan's defensive lightsaber form was a perfect counter to that of Vader's aggressive lightsaber form. Also, as Palpatine alluded in Obi-Wan's series, Vader's subconscious attachments hamper his prowess.
** Count Dooku was this to him. Obi-Wan has defeated, whether by force or wit, Maul, Ventress, Jango Fett, Darth Vader, General Grievous, various [[CListFodder minions of the CIS]], and Maul and Savage Opress simultaneously. Count Dooku is the exception to this, having consistently defeated Obi-Wan with ease until their last confrontation (Though given Kenobi later stalemated Anakin, it's possible Palpatine was weakening Obi-Wan to get him out of the way). While it's possible Kenobi surpassed him later in life, there was no point where Dooku was alive where Kenobi could've bested him.
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* MasterActor: Obi-Wan plays the role of a ruthless bounty hunter well while disguised as Hardeen. The only person to get suspicious of him was Count Dooku and that's only because Eval told him that Hardeen killed Obi-Wan with a sniper rifle and there's absolutely no way the best defensive lightsaber duelist in the galaxy would get killed with one.
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* InnocentlyInsensitive: Hs biggest weakness. For instance, in ''The Phantom Menace'', he continued to argue with Qui-Gon about Anakin's training while Anakin is ''standing right there.'' While significantly toned down after ''Revenge of the Sith'', elements of this still persist even after Obi-Wan became a Force Ghost.

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* InnocentlyInsensitive: Hs His biggest weakness. For instance, in ''The Phantom Menace'', he continued to argue with Qui-Gon about Anakin's training while Anakin is ''standing right there.'' While significantly toned down after ''Revenge of the Sith'', elements of this still persist even after Obi-Wan became a Force Ghost.



* OneManArmy: Being an incredibly skilled and powerful Jedi, Obi-Wan has destroyed several Separatist droids on his own long before the Clone Wars even began and multiplied the amount of Separatist droids in the galaxy. In his self-titled show, he takes down multiple Stormtroopers by himself with just a small blaster and that's ''before'' he starts regaining his lightsaber skills and using it to mow them down with ease.

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* OneManArmy: Being an incredibly skilled and powerful Jedi, Obi-Wan has destroyed several Separatist droids on his own long before the Clone Wars even began and multiplied the amount of Separatist droids in the galaxy.began. In his self-titled show, he takes down multiple Stormtroopers by himself with just a small blaster and that's ''before'' he starts regaining his lightsaber skills and using it to mow them down with ease.



* StrongAndSkilled: Proficiency in academic pursuits aside, there's a reason that Anakin labeled him as being "as powerful as Master Windu" and "as wise as Master Yoda". He passively [[MagicKnight has the Force enhancing his physical attributes to superhuman levels]] at all times, is one of the most powerful Force users to ever live (he and Vader try to use Force attacks on each other in their duel, and only succeed in stalemating ''exactly'' both times), is a cunning tactician, and is a MasterSwordsman who excels at his defensive-based lightsaber combat form. His final defeat of Grievous (along with his duels with Maul and Vader) involved him tricking his opponent in some way (e.g. Gambling that Vader would attack him while Obi-Wan had the environmental advantage).

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* StrongAndSkilled: Proficiency in academic pursuits aside, there's There's a reason that Anakin labeled him as being "as powerful as Master Windu" and "as wise as Master Yoda". He passively [[MagicKnight has the Force enhancing his physical attributes to superhuman levels]] at all times, is one of the most powerful Force users to ever live (he and Vader try to use Force attacks on each other in their duel, and only succeed in stalemating ''exactly'' both times), is a cunning tactician, and is a MasterSwordsman who excels at his defensive-based lightsaber combat form. His final defeat of Grievous (along with his duels with Maul and Vader) involved him tricking his opponent in some way (e.g. Gambling that Vader would attack him while Obi-Wan had the environmental advantage).



* TalkingTheMonsterToDeath: He attempted it when he showed pity for Darth Maul, believing that Maul didn't choose the dark side of his own volition. Maul gleefully proves him wrong by murdering Satine.

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* TalkingTheMonsterToDeath: He attempted it when he showed pity for Darth Maul, believing that Maul didn't choose the dark side of his own volition. Maul gleefully proves him wrong spitefully responds by murdering Satine.



** Sidious thinks the prospect of Kenobi defeating Vader on Mustafar is absurd. PlayedWith here though, since despite this, he gains a small measure of respect for Kenobi after the fact, admitting in private that if the collective Jedi Order had shown as much resolve in facing the Sith, he likely wouldn't have won.

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** Sidious thinks the prospect of Kenobi defeating Vader on Mustafar is absurd. absurd[[/note]] Clearly, [[EvilCannotComprehendGood Sidious didn't factor in Anakin's lingering attachments and regret]][[/note]]. PlayedWith here though, since despite this, he gains a small measure of respect for comes to acknowledge Kenobi after the fact, afterwards, admitting in private that if the collective Jedi Order had shown as much resolve in facing the Sith, he likely wouldn't have won.



** He would later have this dynamic with Anakin, albeit {{Inverted}}. Obi-Wan was the strait-laced Jedi who always thought with his head and not with his heart, while Anakin was as rebellious as they came and practically rushed into a situation with his lightsaber blazing.
* WeakButSkilled: Downplayed on the "weak" part. Compared to the heaviest hitters of his era, he lacks the age, wisdom, and experience of Yoda and Sidious and the raw talent of Anakin. However, he is able to close the gap through sheer technical discipline; Mace Windu describes him as ''the'' master of Form III, and he is one of only a handful of people in the galaxy able to face Darth Vader in his prime in open combat and live to tell the tale.

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** He would later have this dynamic with Anakin, albeit {{Inverted}}. Obi-Wan was the strait-laced Jedi who always thought with his head and not with his heart, while Anakin was as rebellious as they came struggled with emotions and practically rushed into a situation with his lightsaber blazing.
* WeakButSkilled: Downplayed on the "weak" part. Compared to the heaviest hitters of his era, he lacks the age, wisdom, and experience of Yoda and Sidious and the raw talent of Anakin. However, he is able to close the gap through sheer Obi-Wan possesses immense technical discipline; Mace Windu describes him as ''the'' master of Form III, and he is one of the only a handful of people person in the galaxy able to face that defeated Darth Vader in his prime in open combat and live to tell the tale.prime.



* BewareTheNiceOnes: Even after two decades of growing old on Tatooine, Old Ben is fully willing to slice off your arm, should you threaten his friends. And as seen with Maul, he's initially cordial, but as soon as he feels like Maul could pose a threat to Luke, he puts him down in ''two strikes''.

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* BewareTheNiceOnes: Even after two decades of growing old on Tatooine, Old Ben is fully willing to slice off your arm, should you threaten his friends. And as seen with Maul, he's initially cordial, composed, but as soon as he feels like Maul could pose a threat threatens to harm Luke, he puts him down in ''two strikes''.



* TheDreaded: ''Very'' much a DownplayedTrope, but in the Empire's time, he is this to none other than ''Sidious himself''. Much like his master Qui-Gon, this isn't because of his personal power, Sidious is more powerful than him. However, Obi-Wan defeated (or trained the man who defeated) all of Sidious' apprentices, stayed alive despite Sidious' countless attempts to get him killed, killed General Grievous, and crippled Anakin. The last of these gave Sidious some degree of respect for the Jedi Master, who admits he is very thankful most Jedi of the era were ''not'' akin to Kenobi. Sidious ultimately bars Vader from pursuing Kenobi after Kenobi beats him again, realizing explicitly that Vader is being unbalanced emotionally (and may even turn back from the light if this continues). Implicitly, it's because Palpatine knows Kenobi has a strong chance of killing Vader if they fight again. Lastly, Tarkin is [[OhCrap mildly intimidated]] (and initially makes capturing or killing him a priority before Vader demands to face him alone) when he knows Kenobi is on the Death Star. Tarkin's reaction ends up being spot on, as Kenobi indirectly kills Tarkin that same day by giving Luke the last push he needs to destroy the Death Star.

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* TheDreaded: ''Very'' much a DownplayedTrope, but in the Empire's time, he is this to none other than ''Sidious himself''. Much like his master Qui-Gon, this isn't because of his personal power, Sidious is more powerful than him. However, Obi-Wan defeated (or trained the man who defeated) all of Sidious' apprentices, stayed alive despite Sidious' countless attempts to get him killed, killed General Grievous, and crippled Anakin. The last of these gave Sidious some degree of respect for the Jedi Master, who admits he is very thankful most Jedi of the era were ''not'' akin to Kenobi. Sidious ultimately bars Vader from pursuing Kenobi after Kenobi beats him again, realizing explicitly that Vader is being unbalanced emotionally (and may even turn back from return to the light Light Side if this continues). Implicitly, it's because Palpatine knows Kenobi has a strong chance of killing Vader if they fight again. Lastly, Tarkin is [[OhCrap mildly intimidated]] (and initially makes capturing or killing him a priority before Vader demands to face him alone) when he knows Kenobi is on the Death Star. Tarkin's reaction ends up being spot on, as Kenobi indirectly kills Tarkin that same day by giving Luke the last push he needs to destroy the Death Star.



* Hypocrite: His insistence to Luke about confronting Darth Vader comes as this, since Obi-Wan himself relinquished two separate opportunities to stop the Sith Lord.

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* Hypocrite: {{Hypocrite}}: His insistence to Luke about confronting Darth Vader comes as this, since Obi-Wan himself relinquished two separate opportunities to stop the Sith Lord.

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** A platonic example to Anakin in ''Revenge of the Sith''. After Anakin [[FaceHeelTurn becomes]] a Sith Lord, the former friends duel and Obi-Wan wins after cutting off Anakin's non-robotic hand and both legs. Obi-Wan then [[NotSoStoic tearfully]] screams that Anakin was his brother and he loved him.

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** A platonic example to Anakin in ''Revenge of the Sith''. After Anakin [[FaceHeelTurn becomes]] a Sith Lord, the former friends duel and Obi-Wan wins after cutting off Anakin's non-robotic organic hand and both legs. Obi-Wan then [[NotSoStoic tearfully]] screams that Anakin was his brother and he loved him. Sadly, it was too late by then.



* AntiMentor: Made so by Darth Sidious. Qui-Gon Jinn planned to train Anakin but left the task to Obi-Wan after he was mortally wounded by Darth Maul. Obi-Wan tried his best, but struggled due to his inexperience. While he certainly made mistakes, however, his mentorship of Anakin was actively sabotaged by Sidious who billed himself as a second mentor and intentionally played the role in a way that made Obi-Wan look bad.

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* AntiMentor: Made so by Darth Sidious. Qui-Gon Jinn planned to train Anakin but left the task to Obi-Wan after he was mortally wounded by Darth Maul. Obi-Wan tried his best, but struggled due to his inexperience. While he certainly made mistakes, however, Worse, his mentorship of Anakin was actively sabotaged by Sidious who billed himself as a second mentor and intentionally played the role in a way that made Obi-Wan look bad.



** Unlike Qui-Gon, Obi-Wan had a strict adherence to the Jedi Order, something Dave Filoni notes partly led to Darth Vader's creation. Similarly, while admitting that mistakes were made in Ahsoka's expulsion, Obi-Wan still chose to pin some blame on Ahsoka herself during the Siege of Mandalore, an act which furthered Ahsoka's feelings of distrust.
** At times, Obi-Wan arguably falls into a black and white view of things. In one case, while making a deal with jewel thieves, Qui-Gon laughed at Obi-Wan's display of moral absolutism.

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** Unlike Qui-Gon, Obi-Wan had a strict adherence to the Jedi Order, Council, something Dave Filoni notes partly led to Darth Vader's creation. Similarly, while admitting that mistakes were made in Ahsoka's expulsion, [[NeverMyFault Obi-Wan still chose to pin some blame on Ahsoka herself herself]] during the Siege of Mandalore, an act which furthered Ahsoka's feelings of distrust.
Mandalore.
** At times, Obi-Wan arguably falls into had a black and white view of things.things, which clouded his overall judgement. In one case, while making a deal with jewel thieves, Qui-Gon laughed at Obi-Wan's display of moral absolutism.



** By far though, Obi-Wan's greatest weakness was his InnocentlyInsensitive nature. Even in the original trilogy, Obi-Wan could lapse into this behavior at times, hence his more shady actions as Luke's mentor.



** Anakin was taught by the strict and critical Obi-Wan, but had a more laid-back approach when teaching his own Padawan, Ahsoka Tano; Obi-Wan was taught by the more carefree Qui-Gon Jinn, but was more authoritative with Anakin during the latter's Padawan years. Anakin and Qui-Gon openly stood up for their students against the Jedi Council, whereas Obi-Wan did so mostly outside Anakin and Ahsoka's presence. This greatly strained Obi-Wan's relationship with both younger Jedis, while Qui-Gon had a less complicated relationship overall.

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** Anakin was taught by the strict and critical Obi-Wan, but had a more laid-back approach when teaching his own Padawan, Ahsoka Tano; Obi-Wan was taught by the more carefree a comparatively easygoing Qui-Gon Jinn, but was more authoritative with Anakin during the latter's Padawan years. Anakin and Qui-Gon openly stood up for their students against the Jedi Council, whereas Obi-Wan did so mostly outside Anakin and Ahsoka's presence. This greatly strained Obi-Wan's relationship with both younger Jedis, while Qui-Gon had a less complicated relationship overall.



* InnocentlyInsensitive: One of his biggest weaknesses. For instance, in ''The Phantom Menace'', he continued to argue with Qui-Gon about Anakin's training while Anakin is ''standing right there.'' It took until ''Revenge of the Sith'' for Obi-Wan to see just how harmful this attitude was.

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* InnocentlyInsensitive: One of his Hs biggest weaknesses.weakness. For instance, in ''The Phantom Menace'', he continued to argue with Qui-Gon about Anakin's training while Anakin is ''standing right there.'' It took until While significantly toned down after ''Revenge of the Sith'' for Sith'', elements of this still persist even after Obi-Wan to see just how harmful this attitude was.became a Force Ghost.



* JerkassHasAPoint: While there were times when he was too critical and insensitive towards Anakin, when Anakin as Darth Vader [[NeverMyFault starts blaming him for Padmé's "betrayal"]], Obi-Wan rightly points out that the latter's own actions (killing innocent Padawans) caused this. He also has a good point about Anakin's choices in turning to TheDarkSide and into a Sith Lord, if admitting partial fault for it.

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* JerkassHasAPoint: While there were times when he was too critical and insensitive towards Anakin, when Anakin as Darth Vader [[NeverMyFault starts blaming him for Padmé's "betrayal"]], Obi-Wan rightly points out notes that the latter's own actions (killing innocent Padawans) caused this. He also Also, while his assessment towards Qui-Gon about Anakin's fall into TheDarkSide is somewhat arguable, Obi-Wan definitely has a good point about Anakin's personal choices in turning to TheDarkSide and into a Sith Lord, if admitting partial fault for it.



* TheChessmaster: He attempts to steer Luke towards stopping or destroying Darth Vader throughout the original trilogy. Luke then redeems Vader.

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* TheChessmaster: He attempts to steer Luke towards stopping or destroying Darth Vader throughout the original trilogy. Luke then redeems Vader.Unlike most examples of this, Obi-Wan ultimately benefits from his plans failing, since Luke's actions end up redeeming Vader, allowing the latter to fulfill his destiny as TheChosenOne.



* Hypocrite: His insistence to Luke about confronting Darth Vader comes as this, since Obi-Wan himself relinquished two separate opportunities to stop the Sith Lord.



** Zigzagged regarding his InnocentlyInsensitive attitude. While Obi-Wan was far more patient and understanding towards Luke than towards Anakin, his actions when Luke confronted him about Vader's true identity were arguably insensitive. That said, he seems to have fully learnt his lesson by "From a Certain Point of View: Return of the Jedi".



*** There’s debate about whether Obi-Wan did this to manipulate Luke into killing his father. Lucas himself has said no while Filoni said yes.

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*** There’s debate about whether Obi-Wan did this to manipulate Luke into killing his father. Lucas himself has said no while Filoni said yes. Either way, it did essentially lead to Luke endangering his own life.



* MetaphoricallyTrue: The former TropeNamer. In ''Return of the Jedi'', when Luke calls him out on lying and claiming Darth Vader killed his father when [[LukeIAmYourFather he]] ''[[LukeIAmYourFather is]]'' [[LukeIAmYourFather his father]], Obi-Wan explains that "from a certain point of view", that wasn't a lie; as far as he's concerned, Anakin Skywalker [[DeathOfPersonality died]] when he fell to the dark side, and only Darth Vader is left. This is expanded on in his series when Vader says ThatManIsDead, that he killed Anakin, which Obi-Wan sadly accepts, calling him "Darth" and leaving him to his new life.

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* MetaphoricallyTrue: The former TropeNamer. In ''Return of the Jedi'', when Luke calls him out on lying and claiming Darth Vader killed his father when [[LukeIAmYourFather he]] ''[[LukeIAmYourFather is]]'' [[LukeIAmYourFather his father]], Obi-Wan explains that "from a certain point of view", that wasn't a lie; as far as he's concerned, Anakin Skywalker [[DeathOfPersonality died]] when he fell to the dark side, and only Darth Vader is left. This is expanded on in his series when Vader says ThatManIsDead, that he killed Anakin, which Obi-Wan sadly accepts, calling him "Darth" and leaving him to his new life."life".



** In the afterlife, Obi-Wan mentors a redeemed Anakin once more, allowing him to fully move on from his sins and become a Force Ghost.



* TookALevelInKindness: Not that he wasn't always kind, but he's definitely less high-strung than he was in his younger days. He’s also considerably more mindful and respectful to droids than he used to be, as seen in A New Hope. Furthermore, he becomes a great deal more patient in teaching, essentially being the mentor Anakin needed as a Padawan.

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* TookALevelInKindness: Not that he wasn't always kind, but he's definitely less high-strung than he was in his younger days. He’s also considerably more mindful and respectful to droids than he used to be, as seen in A New Hope. Furthermore, he becomes a great deal more patient in teaching, essentially being the mentor Anakin needed as a Padawan. Compared to his conversation with Qui-Gon, Obi-Wan has also eased up with blaming Anakin for becoming Darth Vader, hence their reunion in the afterlife.

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