Obi-Wan Kenobi was the backbone of George Lucas’ Star Wars saga (Episodes I-VI). Across the prequel trilogy, he trains “the Chosen One,” Anakin Skywalker, and ultimately fails to prevent his fall to the Dark Side. Then, in the original trilogy, as Anakin rules the galaxy with an iron fist under the guise of Darth Vader, Obi-Wan guides Vader’s son Luke on his journey to becoming a Jedi Knight, both before his death and after it.

RELATED: Star Wars: 5 Things Ewan McGregor Brought (& 5 Things Alec Guinness Brought) To Obi-Wan Kenobi

Alec Guinness created an icon, and Ewan McGregor perfectly defined the charismatic younger version of that icon. So, here are Obi-Wan Kenobi’s funniest, and saddest moments.

Funniest: “So uncivilized.” (Revenge of the Sith)

Obi Wan Kenobi uses a blaster in Star Wars Revenge of the Sith

By some miracle, unlike Alden Ehrenreich, Ewan McGregor managed to win over Star Wars fans with his portrayal of a young Obi-Wan Kenobi. Alec Guinness had made Obi-Wan legendary in the original trilogy, but McGregor brought all-new nuances to the character’s younger self in the prequels.

One of the best flourishes that McGregor brought to Obi-Wan was his dry sense of humor. He has a hilarious one-liner for almost every situation. Following his victory in close combat against the four-limbed baddie General Grievous on Utapau, Obi-Wan quips, with perfect timing, “So uncivilized.” It’s no wonder that this has become one of the prequel trilogy’s most-quoted lines.

Saddest: “You were my brother, Anakin!” (Revenge of the Sith)

Having let down a lot of Star Wars fans with The Phantom Menace and Attack of the Clones, George Lucas managed to redeem the prequel trilogy with Revenge of the Sith. The movie is an emotional rollercoaster, culminating in an intense lightsaber duel between an Anakin Skywalker on the brink of becoming a Sith Lord and a heartbroken Obi-Wan Kenobi who failed his first and only pupil.

The most tragic thing about this sequence is that Anakin was wrong. Palpatine used Anakin’s fears that Obi-Wan looked down on him to manipulate him to join the Dark Side. Really, Obi-Wan saw Anakin as his brother.

Funniest: Using the Jedi mind trick (A New Hope)

Obi-Wan Kenobi uses a Jedi mind trick to make stormtroopers allow the heroes access to Mos Eisley Spaceport in A New Hope

Alec Guinness introduced the world to the Jedi mind trick when he told a group of Stormtroopers, “These are not the droids you’re looking for.” George Lucas conceived the Jedi to be the samurai of the Star Wars universe.

He drew influences from all kinds of stories – space fantasy serials, comparative mythology, fairy tales – but his most conscious inspiration was Akira Kurosawa’s Seven Samurai. The Jedi are like samurai warriors, but with lightsabers instead of swords and the ability to use the Force.

The subtle, but noticeable hand gestures that Guinness makes during this scene are what make it truly memorable.

Saddest: Watching Darth Maul kill Qui-Gon (The Phantom Menace)

Ewan McGregor as Obi-Wan Kenobi in The Phantom Menace

The “Duel of the Fates” sequence at the end of The Phantom Menace is one of the most riveting sequences in the Star Wars saga. Qui-Gon Jinn and Obi-Wan Kenobi face Darth Maul, once and for all, in close-quarters combat. Obi-Wan falls behind as Qui-Gon battles Maul into a corridor filled with intermittently appearing laser barriers.

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When Qui-Gon and Maul take their duel out to a seemingly bottomless pit, Obi-Wan gets stuck behind one of these barriers. He watches helplessly as his Master is slaughtered by a Sith Lord. Fueled by vengeful rage, Obi-Wan waits for the barrier to disappear, so he can avenge his fallen mentor.

Funniest: “Why do I get the feeling you’re going to be the death of me?” (Attack of the Clones)

Obi-Wan and Anakin in a speeder in Star Wars: Attack of the Clones

Anakin Skywalker’s recklessly impulsive decision-making begins to rear its ugly head in Attack of the Clones. And as his Jedi Padawan, Obi-Wan is responsible for him. For example, as the duo pursues a bounty hunter named Zam Wesell through the skies of Coruscant, Anakin jumps onto Wesell’s ship, risking his life. Obi-Wan has no choice but to follow, and later, he jokes, “Why do I get the feeling you’re going to be the death of me?”

The only downside to this line is that it’s immediately followed by one of the most on-the-nose, painfully unsubtle quotes in Star Wars history when Anakin telegraphs to Obi-Wan that he’s “the closest thing I have to a father.”

Saddest: Acknowledging that he lied to Luke (Return of the Jedi)

Obi-Wan explains to Luke why he lied to him in Return Of The Jedi

In Return of the Jedi, Luke confronts Obi-Wan’s Force ghost on Dagobah to ask why he lied to him about his father in A New Hope. Obi-Wan told Luke that Darth Vader killed his father, but he’d since learned that Vader is his father.

In explaining himself, Obi-Wan tells Luke that when Anakin became Vader, he ceased to be Anakin, so he did sort of tell Luke the truth – “from a certain point of view.” Luke still believes that Obi-Wan was wrong to lie to him, so Obi-Wan accepts that and tells Luke about the guilt he feels over Anakin’s turn to the Dark Side. He feels personally responsible, because he was Anakin’s mentor and he let it happen.

Funniest: “Hello there.” (Revenge of the Sith)

Obi-Wan confronts Grievous in Revenge of the Sith

Ewan McGregor delivered all of his lines in the role of Obi-Wan Kenobi perfectly. Case in point: “Hello there.”

Midway through Revenge of the Sith, Obi-Wan travels to Utapau to confront General Grievous and his bodyguards. He drops down behind Grievous and, in a completely nonchalant, friendly manner, says, “Hello there.”

RELATED: Star Wars: Obi-Wan's 10 Wisest Quotes

Grievous was voiced by Matthew Wood, an audio engineer working on the movie. Open casting calls were held for the role after the initial deal with Gary Oldman fell through, and Wood submitted his ultimately successful audition under a fake name to avoid the casting team having any bias.

Saddest: “Remember, the Force will be with you...always.” (A New Hope)

Luke Skywalker X-Wing

Towards the end of A New Hope, as Luke Skywalker is gunning his X-wing fighter along the Death Star’s trenches, Obi-Wan reappears to him from beyond the grave. He tells Luke, “Remember, the Force will be with you...always,” inspiring Luke to use his newfound abilities to guide his torpedo into the exhaust port, towards the main reactor.

The moment is a victory for the Rebels (and for Luke himself), but it’s also a sad reminder that Obi-Wan is dead. He may now be more powerful than we can possibly imagine, but Luke viewed Obi-Wan as a father figure, and losing him took a huge emotional toll.

Funniest: “The negotiations were short.” (The Phantom Menace)

Qui-Gon and Obi-Wan board the Federation ship in The Phantom Menace.

This one isn’t so much “hah-hah” funny as it is cringeworthy, but the cringe works.

In the opening scene of The Phantom Menace, Qui-Gon and Obi-Wan are dispatched to negotiate the impending invasion of Naboo with the Trade Federation, but as soon as they get there, the Trade Federation orders them to be killed.

“You were right about one thing, Master,” Obi-Wan says with a knowing look to Qui-Gon. “The negotiations were short.” On paper, this seems like yet another example of clunky George Lucas dialogue, but the little smirk that Ewan McGregor adds at the end of the line sells it.

Saddest: Getting killed by Darth Vader (A New Hope)

Obi-Wan and Darth Vader fight in Star Wars

Moviegoers in 1977 couldn’t grasp the significance of Obi-Wan and Darth Vader’s rematch in A New Hope. When George Lucas filled in all the plot gaps (and created some new ones) with the prequel trilogy, he recontextualized this scene.

Decades after Obi-Wan chopped off Anakin’s legs on Mustafar and left him for dead, Anakin has become the feared Sith Lord Darth Vader, who needs to wear a robotic suit to stay alive. As the aging warriors face off for the second time, Obi-Wan warns Vader that if he kills him, he’ll become “more powerful than you can possibly imagine.” But that doesn’t stop Vader from tragically killing his old mentor.

NEXT: Star Wars: Luke Skywalker's 5 Funniest (And 5 Saddest) Moments