Despite his attempts to persuade Luke otherwise1, Obi-Wan is often less than entirely honest with Luke. Sometimes he stretches the truth, sometimes he omits important details in such a way that Luke is misled, and it could be argued that on occasion, he tells flat-out lies.
Some of these less-than-entirely-true statements are glaring and staggering, like the "Your dad is dead and Darth Vader killed him" thing. Others are less significant and easier to overlook2, like this bit of misinformation from A New Hope:
OBI-WAN: I haven't gone by the name Obi-Wan since oh, before you were born.
Granted, Obi-Wan may have adopted the name "Ben" shortly after Luke and Leia were born, but he was certainly referred to as Obi-Wan for at least the first days or weeks of Luke's life.
In the same movie, Obi-Wan gives Luke Anakin's (second) lightsaber, and says:
OBI-WAN: Your father wanted you to have this when you were old enough, but your uncle wouldn't allow it.
This is a wild misrepresentation of the facts at best, and an incredibly bold lie at worst. Hearing this, one might be led to believe that Anakin had given the lightsaber to Obi-Wan and said "Give this to my son when he gets older". In reality, the circumstances under which Obi-Wan took possession of the weapon were much more sinister. It isn't hard to see why Obi-Wan was less than honest here, because the truth would be something like:
OBI-WAN: Your dad Force-Choked your mom while she was pregnant with you, and accused me of fooling around with her. Then he attacked me, so I lopped off both of his legs and one of his arms. He slid down a hill into some lava, burst into flames, and as he was screaming in the worst agony imaginable, I stole his lightsaber and left him for dead. The Emperor saved his life, which was nice, and turned him into an evil cyborg, which wasn't nice. As far as your dad knew, he had killed you and your mom while you were still in the womb. Your dad never indicated that he wanted you to have his lightsaber, but I guess I'll give it to you anyway, since I already have one.
This is hardly an exhaustive list, so the question is as follows:
In the original trilogy, how many times could Obi-Wan be said to have lied to/misled/stretched the truth with Luke?3
1 From the script of Return of the Jedi:
LUKE: Ben! Why didn't you tell me? You told me that Darth Vader betrayed and murdered my father.
OBI-WAN: Your father... was seduced by the Dark Side of the Force. He ceased to be the Jedi Anakin Skywalker and "became" Darth Vader. When that happened, the good man who was your father was destroyed. So, what I told you was true... from a certain point of view.
LUKE: A certain point of view?
OBI-WAN: Luke, you're going to find that many of the truths we cling to depend greatly on our own point of view.
2 Even when he is talking about Luke, rather than to Luke, Obi-Wan occasionally gets things wrong, although he isn't being deliberately misleading. From the script of The Empire Strikes Back:
OBI-WAN: That boy [Luke] is our last hope.
YODA: No. There is another [i.e., Leia].
3 I think the best way to handle the ambiguity Obi-Wan mentions ("What I told you was true... from a certain point of view") is to assume the worst - if Obi-Wan's statement isn't entirely accurate, it belongs on the list, even if it is possible to justify his decision to stretch the truth or omit some details. Basically, if Obi-Wan says something and he knows he's not telling "the truth, the whole truth, and nothing but the truth", we can put it on our list. If, on the other hand, he says something in such a way that all the pertinent facts have been provided and he has no reason to believe that Luke will misunderstand him, he is telling the truth, and it doesn't belong on the list.
Furthermore, I am well aware that many of Obi-Wan's less-than-accurate statements were probably supposed to be true when the scripts were written, and only became untrue due to Lucas' meddling, retcons, and bumbling when he made the prequel trilogy. This might relieve Obi-Wan of much of the blame, of course, but it doesn't make the things he said any less inaccurate. Regardless of whether the blame is Lucas' or Obi-Wan's, from an out-of-universe perspective, an untrue statement is untrue.
Answer
50% more untruths than truths in ANH.
56% more untruths than truths in all original trilogy.
The way I interpreted the question was, that the intent was to be uncharitable to Obi-Wan. So that is what I do when scoring.
I deliberately pick holes, parse grammar, and do everything else a good lawyer would do in front of judge and jury to show someone as unreliable witness.
--------------------------------+--------+-------+---------+-------+
| IV:ANH | V:ESB | VI:ROTJ | Total |
--------------------------------+--------+-------+---------+-------+
Lies to Luke | 40 | 5 | 11 | 56 |
Lies to others | 4 | 3 | | 7 |
False statements (unknowingly) | 17 | 2.5 | 1.5 | 21 |
Misleading but technically true | 2 | | | 2 |
--- TOTAL FALSEHOODS: | 63 | 10.5 | 12.5 | 86 |
--------------------------------+--------+-------+---------+-------+
Unknown/Unfalsifyable | 7 | 2 | 2 | 11 |
Commands or questions | 9 | | | 9 |
--- TOTAL UNSCORABLE: | 16 | 2 | 2 | 20 |
--------------------------------+--------+-------+---------+-------+
Truths to Luke | 35.5 | 5 | 9.5 | 50 |
Truths to others | 4 | 1 | | 5 |
--- Total Truths: | 39.5 | 6 | 9.5 | 55 |
--------------------------------+--------+-------+---------+-------+
Episodes IV, V and VI ONLY. Excluded: Clone Wars; EU/Legends, Disney
Let's start with the first moment Obi-Wan opens his mouth. NO, not the first words he says to Luke. He starts out with pretending to be a Krayt Dragon instead of a human. In his defense, Luke is unconscious at that moment. But ala CinemaSins, I'm still dinging him. LIE.
Rest easy, son, you've had a busy day.
No he didn't. C-3PO drove the landspeeder. Luke just slept in and then passengered around all day. LIE.
You're fortunate you're still in one piece.
Not necessarily. We all know from EU that Sand People/Tuskens do NOT just dismember random Force Users - Sharad Hett was made their war leader. Matter of fact, in "Kenobi" novel, Obi-Wan made "frienemies" with a Tusken leader. MAYBE.
The Jundland wastes are not to be traveled lightly. Tell me young Luke, what brings you out this far?
OK, seems to be the truth. Though he himself is traveling them lightly apparently, on foot, even, so DING! LIE.
Obi-Wan Kenobi... Obi-Wan? Now that's a name I haven't heard in a long time... a long time.
Well, technically speaking, he heard it 1 second ago. DING!
Oh, he's not dead, not... not yet.
TRUE!
Well of course, of course I know him. He's me! I haven't gone by the name Obi-Wan since oh, before you were born.
As OP noted, false. He was still called Obi-Wan after Luke was born, and only changed his name (according to Miller's "Kenobi" novel) later on Tatooine. LIE.
Don't seem to remember ever owning a droid. Very interesting...
LIE. He owned an astromech in his Jedi fighter in ROTS. Having said that, he's also MISLEADING in principle, since he was implying that he doesn't know R2-D2. Two dings in one.
I think we better get indoors.
TRUE.
The Sandpeople are easily startled but they will soon be back and in greater numbers.
UNKNOWN. We don't have a baseline to test against (nobody ever checked if they DID come back and in greater numbers).
Quickly, son... they're on the move.
See above. We don't know if he's lying - we don't see any Sandpeople later in that location but we don't see their absence either.
That's what your uncle told you. He didn't hold with your father's ideals.
Actually, Owen agreed with the Jedi large-scale, he never opposed Anakin or New Republic when they met. LIE.
Thought he should have stayed here and not gotten involved
LIE. Cleig Lars wasn't married to Shmi yet when Anakin left, and there's no canon example of them - especially Owen - discussing Anakin leaving. There's also no discussion of Anakin's staying or leaving in later canon to shed more light for Obi-Wan.
Yes, I was once a Jedi Knight the same as your father.
Half-true. He was a Jedi Knight but became a Jedi master. Let's be charitable and call it TRUE.
He was the best star-pilot in the galaxy
VERY questionable (I suspect Jango, or some other Jedi, may have been better) but plausible since we don't have direct proof to the contrary and his Midichlorians - which was what made him such a great pilot - were off the scale. Let's call it a TRUE just to be nice to old man.
and a cunning warrior.
Not really cunning. We see what he does in battle in Episode III, his whole rule about traps is "Let's run towards them and spring them". He never executes a single cunning stratagem, tactically or strategically. LIE.
I understand you've become quite a good pilot yourself.
Presumably CORRECT, but never actually shown in canon prior to that point. Luke let C-3PO drive. However, in Disney canon, there's zero reason for him to "understand" that - how would he know?
NOTE As per @WadCheber's comment, a webcomic shows that. I will investigate and update later. For now, changing to TRUE.
And he was a good friend. Which reminds me...
I think he may have called him "friend" to Yoda at the end of ROTS. Let's call that one TRUE.
I have something here for you. Your father wanted you to have this when you were old enough,
As OP noted, LIE. His father didn't intend to part with it, and most certainly "died" (from a certain point of view) before discussing his Estate handling plans with Obi-Wan.
but your uncle wouldn't allow it.
I don't think it's true, since Obi-Wan never explicitly discussed giving the lightsaber to Luke with Owen in any canon. but need to check the canon where their talking is discussed later. For now, a LIE until better canon source proves me wrong.
He feared you might follow old Obi-Wan on some damned-fool idealistic crusade like your father did.
LIE. Anakin never followed Obi-Wan, he followed Qui-Gon, as far as Tatooine was concerned. Obi-Wan didn't even want to take him in the first place! And, as noted above, Obi-Wan didn't discuss that with Owen in canon in the first place, to boot.
Your father's lightsaber. This is the weapon of a Jedi Knight.
TRUE... or is it? General Grievous wielded four. Sith wielded them. Pre Vizsla wielded one. So... I'm adding on 1/2 LIE, for not correctly stating "weapon of mostly Jedi Knights, but also some others"!
Not as clumsy or as random as a blaster.
LIE. Han is far more effective with a blaster than "random" - pretty much 1 shot 1 kill. Leia's even deadlier, having been trained. And Luke was quite clumsy and random with LS at first. It's not the weapon, it's the wielder who determines this.
An elegant weapon for a more civilized time.
I wouldn't call Sith Wars and Old Republic times "civilized" and they already had lightsabers. LIE.
For over a thousand generations the Jedi Knights were the guardians of peace and justice in the Old Republic.
Half TRUE, half LIE, because it's an extremely large undercount. KOTOR is ~4000 BBY, which means it's at least 10-15 thousand generations. Doing things like that gets you major underpayment penalties from IRS for taxes, I can't be any more lenient than IRS.
Before the dark times, before the Empire.
TRUE.
A young Jedi named Darth Vader,
LIE. His name wasn't Darth Vader when he was a Jedi. And he explicitly stopped being a Jedi by the moment Sidious named him Darth Vader.
... who was a pupil of mine until he turned to evil
Well, he was first Qui-Gon's pupil. I'm tempted to call that TRUE to honor Darth Maul's memory. But, actually, I take that back. He wasn't Obi-Wan's Padawan "until he turned to evil" - he was made a Jedi Knight well before then. That stopped the official "pupil" relationship. LIE.
helped the Empire hunt down and destroy the Jedi Knights.
TRUE.
He betrayed and murdered your father.
LIE!!!! SPOILER:
HE DID NOT! HE IS LUKE'S FATHER!
Now the Jedi are all but extinct.
Except for a whole bunch found alive in EU. And Kannan in Disney canon. And Ashoka Tano. And Yoda. Granted, Obi-Wan may not have known that, so FALSE, not an intentional lie.
Vader was seduced by the dark side of the Force.
Nor really. He was seduced by Palpatine (or should we say Padme? ), without much care about Dark Side at first. ROTS novelization is very explicit about that. I'm tempted to call it a lie since Obi-Wan should know better, but let's pretend he didn't read the novelization and is honestly mistaken. FALSE.
Well, the Force is what gives a Jedi his power.
TRUE. No, wait, it's Midichlorians! FALSE! OK, OK, fine, I hate Midichlorians too. TRUTH.
It's an energy field created by all living things.
Not true! It's not created by Yuuzhan Vong or Ysalamiri, at the very least. OK, let's pretend Obi-Wan isn't a Jedi Master and doesn't know jack about his galaxy... so merely FALSE.
It surrounds us ...
TRUE!
... and penetrates us.
LIE. It doesn't directly "penetrate" you, it interacts with Midichlorians in your cells. You can thank the Maker for that scoring, Obi-Wan.
It binds the galaxy together.
There is no canon evidence that it's the Force and not gravity beyond Obi-Wan's statement, so I'll call that "untested theory" instead of "false".
Now, let's see if we can't figure out what you are, my little friend. And where you come from.
He knows perfectly well what an R2 astromech unit is. LIE. (Also, R2-D2 was not his friend, he was Anakin's, but that's not as important).
I seem to have found it. (the message)
TRUE... maybe. Or R2-D2 simply started playing it because it finally
rebooted from the traumarealized his old friend Obi-Wan was there?You must learn the ways of the Force if you're to come with me to Alderaan.
LIE. He can come to the Alderaan without learning the ways of the Force. All he needs is a spaceship and a pilot. Or money.
I need your help, Luke.
Not really. Luke wasn't any help on the way to Alderaan, or till pretty much the end of Obi-Wan's life for that matter. LIE.
She needs your help.
OK, I'll give him that one. She needed lovestruck Luke to go to insane lengths to free her from Imperial confinement. Granted, Obi-Wan didn't know that, because HE told Luke to stick around and wait for him, NOT to go rescue Leia! So, merely FALSE.
Skywalker Family Reunion: Jailbreaking it!
I'm getting too old for this sort of thing.
LIE. Qui-Gon was around his age. Most Jedi were quite successful in their 50's. Yoda kicked &ss at 800 or so.
That's your uncle talking.
No, that's Luke talking. He may be agreeing with his uncle, but he's sincere. LIE.
LUKE: Oh, God, my uncle. How am I ever going to explain this? BEN: Learn about the Force, Luke.
LIE. How's learning about the Force gonna help Luke explain this to his uncle (who, as per Ben's earlier words, already knows all this anyway!). He's just trying to entice Luke to learn about the Force, under false pretenses (again).
Jedi Mind Trick doesn't apply here: JMT on innocent person without need is against Jedi Code & a path to the Dark Side in canon/EU. Explaining to Owen why Luke missed curfew doesn't fall under acceptable exceptions, Obi-Wan knows that.
You must do what you feel is right, of course.
LIE. Luke just told him that what he feels is right is staying right on Tatooine, and that's decidedly not what Obi-Wan thinks Luke must do.
They didn't. But we are meant to think they did. These tracks are side by side.
TRUE.
Sandpeople always ride single file to hide there numbers.
According to EU "Kenobi" novel by Miller, TRUE
The members of the raiding party had arrived separately, from two different directions. On their final approach, the four had converged, running single-file, in the Tusken manner, until they reached their planned stations behind the northern ridge.
And these blast points, too accurate for Sandpeople. Only Imperial stormtroopers are so precise.
HA-HA-HA-HA-HA-HA!!!! Sure they are. The only people who are "precise" in that film when shooting are Han and Leia and to some extent Luke. LIE.
Wait, Luke! It's too dangerous.
Not really. He can sense in the Force if it's too dangerous (shown repeatedly in canon), and at this time, it's NOT too dangerous as STs are long gone. LIE.
There's nothing you could have done, Luke, had you been there.
He could have given the Empire the 2 droids, and pretended he's a simple farm boy who knows nothing.
Now, that may not have been effective (since they burned down the Jawas), but he could have done something, nevertheless. Let's be charitable and call this one TRUE, but he's partly guessing here.
You'd have been killed, too, and the droids would be in the hands of the Empire.
TRUE, presumably. But it's a counterfactual so impossible to 100% be sure. See above.
Mos Eisley Spaceport. You will never find a more wretched hive of scum and villainy. We must be cautious.
LIE. You can find far worse places in the Galaxy, apparently, according to canon. Jabba's palace, for one, so no need to go too far either geographically or by canon.
You don't need to see his identification.
OK, that wasn't lying to Luke, but he's still LYING hiz zhopa off.
And yes I just used Ender's Game slang in Star Wars question, for those keeping score.
These are not the droids your looking for.
Ditto. LIE.
He can go about his business.
TRUE! Looks like he doesn't always lie even to Stormtroopers!
Move along.
It's a COMMAND.
The Force can have a strong influence on the weak-minded.
TRUE
You will find it a powerful ally.
TRUE. Except when JMT Jabba the Hutt :)
Well, most of the best freighter pilots can be found here.
Unknown but likely FALSE. Galaxy Far Far Away has millions of worlds, the best pilots are surely diffused through them and don't ALL hang out on Tatooine.
Only watch your step. This place can be a little rough.
Actually, it's full of murder, so it's a LOT MORE than "a little" rough. LIE!
This little one isn't worth the effort.
Again, not lying to Luke. But lying nonetheless. Any idea how much Anakin Skywalker's son's head is worth to the Imperials?
Come let me buy you something...
COMMAND.
This is Chewbacca. He's first-mate on a ship that might suit our needs.
I don't recall ever in canon reading that Chewie's position was "first mate". Co-pilot? Yes. FALSE.
Yes, indeed. If it's a fast ship.
Starts out telling truth to Han. Promising!
Should I have? (known about Falcon)
Can't score, it's a question. N/A
Only passengers. Myself, the boy, two droids ...
TRUE
... and no questions asked.
He allowed Han to ask plenty of questions later! ... like... 1 second later! LIE.
HAN: What is it? Some kind of local trouble?
Let's just say we'd like to avoid any Imperial entanglements.
TRUE.
We haven't that much with us. But we could pay you two thousand now, plus fifteen when we reach Alderaan.
Hard to score. Presumably, he didn't intend to lie and simply made a mistake. BUT!!! Alderaanian "fifteen" never did happen! So FALSE!
Ninety-four.
N/A. He's just repeating Han's words.
You'll have to sell your speeder.
Not really, he doesn't HAVE to. Ben can Jedi-mind-trick someone into giving him 2000. Or win a game of chance like Qui-Gon did before. LIE.
It will be enough. (about speeder's selling price)
TRUE. It was enough.
If the ship's as fast as he's boasting, we ought to do well.
FALSE. The ship's speed is clearly irrelevant, as the Empire is waiting at their destination. Well he didn't know that, so not a lie, just a mistake.
How long before you can make the jump to light speed?
A question, so not a lie. I'm tempted to ding him since he's an experienced pilot himself and ought to know! N/A.
I felt a great disturbance in the Force... as if millions of voices suddenly cried out in terror and were suddenly silenced.
TRUE
I fear something terrible has happened.
LIE! He didn't "fear". Jedi don't "fear", it leads to Dark Side!
You'd better get on with your exercises.
A command, so N/A
Remember, a Jedi can feel the Force flowing through him.
TRUE, I suppose. That's how he and other Jedi are described when doing Forcey things elsewhere in canon.
Partially (re: "You mean it controls your actions?").
Actually, the Force doesn't control anyone's actions that we observe in canon, at all. Let's be charitable and call it FALSE, he may not have known the Force intricacies, not being a Sith.
But it also obeys your commands.
TRUE
I suggest you try it again, Luke.
Another command. N/A
This time, let go your conscious self and act on instinct.
LIE! Jedi don't rely on "instinct", which is something wholly different than "flowing with the Force".
Your eyes can deceive you. Don't trust them.
TRUE. You see a Force Ghost of Sebastian Shaw, and the next moment, he turns into Hayden Christiansen. Embarrassing, that is.
Stretch out with your feelings.
TRUE. Other Jedi describe it that way too in canon
You see, you can do it.
TRUE, Captain Obvious! Of course he can, he just did it!
In my experience, there's no such thing as luck.
Seriously? How do you describe Han's Sabbac play then? He's not a Jedi! FALSE! Actually, more than that - it's a LIE: Anakin's landing of the ship in ROTS is very explicitly explained as having elements of "luck"! And Obi-Wan was there:
And at the same time, he draws power from the Force. He gathers perception, and luck, and sucks into himself the instinctive, preconscious what-will-happen-in-the-next-ten-seconds intuition that has always been the core of his talent.
For that matter, they didn't even need Anakin's luck! Jar-Jar's luck will suffice in Phantom Menace:
But a quick glance back revealed that they were lucky for a different reason than they thought. The open sea killer was caught in the jaws of a creature so huge that it dwarfed even the beast it was eating. A long, eel-like hunter with clawed forelegs, rear fins, and a wicked pair of jaws was crunching the sea killer into tiny bits and swallowing it down eagerly.
A LIE!
That's good. You have taken your first step into a larger world.
MISLEADING. Luke "took his first step into a larger world" when he first stepped outside Lars homestead years ago. Or got onto Falcon hours ago to leave Tattoine.
Destroyed... by the Empire!
TRUE.
It's an Imperial fighter.
TRUE
No. It's a short range fighter.
TRUE. Incidentally, how the hell does HE know? He wasn't keeping up to date on latest Imperial military tech in his cave on Tatoooine, right? So, accidental truth.
It'd be as well to let it go.
TRUE. If they did, they wouldn't have ended up Tarkin's guests.
It's too far out of range.
FALSE! He knows nothing about Millenium's souped-up systems and Han proves him wrong when he outruns TIEs later.
A fighter that size couldn't get this deep into space on its own.
FALSE! TIE/advanced was about the same size and had a hyperdrive.
In Obi-Wan's defense, he had earlier complained in canon about not having hyperdrive and needing a hyperdrive ring on Jedi fighters, so he's being genuine here, not lying.
That's no moon! It's a space station.
FALSE! A space station implies stationary position, and Death Star is by no means stationary.
It also isn't in orbit, which is a most common context implied by that phrase according to Wikipedia definition.
You can't win.
FALSE. Yes he can. Later in canon, Luke successfully wins over tractor beams, by blowing up stuff that clutters tractor beam and confuses it.
But there are alternatives to fighting.
TRUE, duh
Leave that to me! (re: tractor beam)
TRUE
Who's the more foolish... the fool or the fool who follows him?
Too fortune-cookie to be falsifiable. N/A
Plug in. He should be able to interpret the entire Imperial computer network.
TRUE. Up to and including reading the bloody map that won't show up for 30 years till Episode VII!!!
I don't think you boys can help.
He truly doesn't think so, so TRUE
I must go alone.
I'll be lenient and call that TRUE, because he needed Jedi Stealth to get by stormtroopers and Hand and Luke would have effed that stealth up.
Be patient, Luke. Stay and watch over the droids.
A command, so N/A. On the other hand... if Luke was patient and stayed, he'd never have freed Leia, so FALSE!
They must be delivered safely or other star systems will suffer the same fate as Alderaan.
TRUE.
Your destiny lies along a different path than mine.
Actually... he and his Jedi will be betrayed by his student Kylo Ren. Same path! FALSE!!!!
The Force will be with you... always!
FALSE! It won't be with him when he's surrounded by Ysalamiri . Or when he fights Clone "Luuke".
Even in Disney canon, clearly it wasn't with him when Ben "Whiny" destroyed his Jedi Academy.
Only a master of evil, Darth.
His name isn't Darth (and nobody refers to him that way), so LIE!
You can't win, Darth.
LIE! Sure he can. Short term, he wins by killing Kenobi. Long term, he wins by killing the Emperor, which Yoda and OB1 couldn't do. Darth Vader FTW!
If you strike me down, I shall become more powerful than you can possibly imagine.
I donno, he can imagine quite a bit.... :)
Seriously, LIE. He doesn't become powerful in any meaningful sense of the word.
Besides, Darth Vader, being a Sith, surely knows about past Sith Lords who successfully escaped death, and came back to life later during KOTOR times.
Run, Luke! Run!
A command, so N/A
Luke, the Force will be with you.
TRUE, in general. But we established that it won't be with him "Always", so 1/2 TRUE, 1/2 FALSE.
Use the Force, Luke.
A command, so N/A
Let go, Luke.
A command, so N/A
Luke, trust me.
As we see from the above summary... NO!!! LIE!!! He can't be trusted!
Remember, the Force will be with you... always.
As we already established, A LIE!
Episode V
Luke... Luke.... You will go to the Dagobah system.
TRUE
There you will learn from Yoda,
TRUE ultimately, but remember, Yoda barely agreed to teach him and almost rejected him. So, FALSE as well, from a certain point of view
the Jedi Master who instructed me.
A LIE in the big picture. He was mostly taught by Qui-Gon.
However, from a certain point of view, all Younglings were taught by Yoda as we see in "Lost a planet, Obi-Wan has" scene from AotC, so it's at least partially true.
He will learn patience.
FALSE. No he won't. He will rush off to confront Vader on Bespin and nearly ruin everything.
Was I any different when you taught me?
A LIE. As we established, he was taught by Qui-Gon. And when we see him as Padawan, he's quite the opposite, Qui-Gon chastises him for NOT living in the moment and using the Living Force (as opposed to Dead Force he was wielding)
YODA: You are reckless! BEN: So was I, if you'll remember.
See above. He wasn't ever reckless, he was the MORE cautious out of Qui-Gon and himself; OR out of Anakin and himself. LIE.
LUKE: But Han and Leia will die if I don't {go}. BEN'S VOICE: You don't know that.
TRUE. He doesn't know.
Even Yoda cannot see their fate.
TRUE. Yoda couldn't see a Sith Master 2 feet away from him for years. Weak, his Oracle-fu, is.
But you cannot control it {the Force}. This is a dangerous time for you, when you will be tempted by the dark side of the Force.
LIE.
He will be tempted by the Dark side of the Force all his life, not just this time. Starting earlier (Dark Side Cave on Dagobah), then at Jabba's palace, then on Death Star 2, then in a bunch of places in EU/Legends, too numerous to count
Moreover, specifically on Bespin, he was NOT really tempted by the Dark Side, at least in comparison to other times.
It is you and your abilities the Emperor wants. That is why your friends are made to suffer.
True? But wait. His friends are actually made to suffer because Vader wants Luke and his abilities (to kill the Emperor and rule the galaxy together). And the Emperor wasn't the one torturing or even ordering torture. FALSE!
Luke, I don't want to lose you to the Emperor the way I lost Vader.
True? Except he lost Anakin, he never had Vader. Technically FALSE. Half each.
Patience!
A command. N/A
If you choose to face Vader, you will do it alone.
FALSE. Lando helped him to face Vader, by freeing his friends so they aren't hostages to Vader anymore.
I cannot interfere.
LIE. He can force-Ghost in front of Vader and say "Boo!!!" and scare the armored pants off of him. May be he MAY not interfere due to some Force Ghost rules (or that he's not allowed to show Vader he is a Force Ghost), but that's different from "CAN".
Luke, don't give in to hate -
Command. N/A
that leads to the dark side.
TRUE
That boy is our last hope.
LIE!!! "No. There is another." - Yoda, less than a second later.
Episode VI
Yoda will always be with you.
LIE. He will appear once in a while as a Force Ghost in EU, but that doesn't qualify as "always".
Your father was seduced by the dark side of the Force.
LIE. As noted in Episode VI lies, he was seduced by Sidious, NOT by Dark Side (which in itself held little attraction to him based on Episode III novelization)
He ceased to be Anakin Skywalker and became Darth Vader.
TRUE. He said so himself.
When that happened, the good man who was your father was destroyed.
LIE. He was not a "good man" even before that. He was a creepy pervert, who murdered Tusken kids by the village, married Padme despite knowing it was wrong.
So what I have told you was true… from a certain point of view.
LIE. It wasn't true! It was just twisting the facts.
Luke, you’re going to find that many of the truths we cling to depend greatly on our own point of view.
Hard to say, but given my own (somewhat extensive knowledge) of EU/Legends and Disney canon, I don't think Luke ever finds "many" truths he used to cling to to be "depends" category.
So I'm rating this 1/2 true, 1/2 false.
Anakin was a good friend.
TRUE.
When I first knew him, your father was already a great pilot.
TRUE
But I was amazed how strongly the Force was with him.
TRUE.
I took it upon myself to train him as a Jedi.
LIE. Qui-Gon took it upon himself. Obi-Wan merely did what both Qui-Gon and the Jedi Council told him to do.
I thought that I could instruct him just as well as Yoda. I was wrong.
Yoda didn't instruct anyone except 3 year old Padawans and Padawans before Dooku who was his last. Obi-Wan didn't witness that. LIE.
He’s more machine now than man.
LIE. He has less than 1/2 machine by volume.
Twisted and evil.
OK, gotta agree on that one.
You cannot escape your destiny.
LIE. He CAN very easily escape his destiny, slink off to some remote planet and obiwan the rest of his life there. Or slink off to Dagobah and hide out in Yoda's cave.
You must face Darth Vader again.
LIE. It's not a "must", it's a "should" or "ought". See above. He has an option of running away.
Then the Emperor has already won. You were our only hope.
LIE. Leia was another
The other he spoke of is your twin sister.
TRUE. I'm tempted to ding 1/2 a lie, because he could have told him prior to two films of unresolved sexual tension and snogging.
Hmm. To protect you both from the Emperor, you were hidden from your father when you were born.
TRUE
The Emperor knew, as I did, if Anakin were to have any offspring, they would be a threat to him.
LIE. There is absolutely no canon information that at the time of birth, the Emperor had any specific thoughts about Anakin's kids. He probably had those thoughts, but neither Obi-Wan nor us, the canon consumers, know of them.
That is the reason why your sister remains safely anonymous.
TRUE, I suppose. Thought a good lawyer could twist the "safely" into a lie in front of a jury by taking it out of context.
Your insight serves you well. Bury your feelings deep down, Luke. They do you credit. But they could be made to serve the Emperor.
TRUE.
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