So this has taken me longer than I had planned to put together. This is still in a very rough form at this point, and there are things that I plan to add eventually. I wanted to get this up somewhere to kind of force myself to get back to work on it. So lets dive right into it.
How did they survive the plane crash?
Our characters had destinies to fulfill and could not die before they did so. We see several examples of this on the show: Michael's inability to kill himself, Keamy's inability to kill Michael, and the dynamite failing to detonate when Richard tries to kill himself.
What's up with the apparent difference in the flow of time between on and off Island?
There is no actual difference in the flow of time. The appearance of such a difference is a matter of perspective. Luckily the writers gave us three examples of this happening from which we can determine what is actually going on here.
1. Daniel's rocket shows up roughly half an hour later than it should have.
2. Frank, Sayid and Desmond show up a day and a half later than they should during their trip to the freighter.
3. Doc Ray's body washes up on the beach about a day and a half before he's actually killed.
Now, if there were an actual difference in the flow of time between on and off Island, objects coming to and going away from the Island should experience opposite effects, but they do not. Daniel's rocket (coming to) and the helicopter (going away from) experience the same effect, while Doc Ray (coming to) experiences the opposite.
So what does this mean? Well, it means that this temporal shifting occurs somewhere between the freighter and the Island. Note that while Frank, Sayid and Desmond appear to be "missing" for a day and a half, their trip only takes 20 minutes from their point of view.
How does that work? We need to consider Daniel's instructions that Frank must stay on a specific heading or the result could be unpredictable (after his rocket is shifted forward in time half an hour). The results of deviating from that specific heading results in temporal shifting, apparently at random.
So what happens with Desmond?
Desmond's experience when leaving the Island is a little different. Because he was at the center of the Swan implosion, and because he was in the Swan for 3 years he was exposed to massive amounts of EM radiation. As Daniel explains, this exposure causes an unusual side effect. Desmond's mind becomes unstuck in time and his 1996 consciousness "leaps" into his 2004 body.
What's up with Walt?
Walt was born with several psychic abilities. Plot wise he was not very important, in that he was not involved in much of the stories going on during season 1, and was almost completely absent from the show from that point on. His character was more important with regards to establishing the believability of psychic phenomena within the Lost universe. To make it easier for the audience to believe when characters like Miles and Hurley begin displaying their own psychic abilities.
Why did Radzinsky make the blast door map invisible?
He knew he was under observation. He wanted to keep exactly what he was doing secret, and IF the Others (hostiles as he knew them) took over the Swan, he didn't want them to become aware of his notations.
Why did Walt tell Locke not to open the hatch?
Walt, being a psychic, had glimpses into the future. He apparently knew that getting into the Swan was not going to be good for the group, and John specifically. At this point he had not accepted that events HAVE to play out a certain way. It isn't until after he burns the first raft that he comes to this realization. When Michael tells him they don't have to go, he responds with "Yes we do." At this point, Walt accepts that they're fated to be on the raft.
What is the purpose of the lockdown when food shipments arrive?
The answer to this is found in a notation on the blast door map. Specifically, it mentions that there is a pallet drop every 6-8 months, and that there were 5 fatalities related to the drops. The lockdown procedure was intended to ensure that the Swan staff were not in a position to be killed by the pallet drop.
Why can't the MiB kill Jacob or the candidates?
Jacob, through his connection to the Source made it impossible for the MiB to kill any of the Candidates personally. This connection allowed Jacob to ensure certain things absolutely happened, and other things could not happen through the establishment of "rules." Within the Lost universe, The Source is essentially the physical representation of Fate, and the Protector is able to manipulate Fate through their connection to the Source.
Were they dead the whole time?
Absolutely no. Christian explains it very clearly in the finale. Everything that happened on the Island occurred in reality. The only part of the show that deals with the afterlife is the flash sideways in season 6.
What is the Island?
The Island is just an Island. What makes it special is the fact that it contains the Source. Which according to Dharma, was "negatively charged exotic matter" as explained in the Orchid Video. To Mother it was the Source of all life, death and rebirth. The origin of all "spirits\souls\whatever you want to call it."
Did Jughead go off?
Yes, it did. The detonation of Jughead is and was always part of the Incident mentioned in the Swan film. Due to the nature of the timeline on Lost, a time traveler cannot significantly change any event. The Source ensures that the timeline plays out the way it's supposed to. Any change a time traveler attempts to make is already established history before they travel through time.
Who built the statue?
One of many groups of people who came to the Island over the course of humanities existence. Most likely Egyptians.
Who was in the cabin? (each of the three times we see it)
This one seems to cause the most confusion, so the answer is going to be quite long.
The first time Ben and Locke go to the cabin, it's Jacob. When Hurley stumbles upon it in the jungle, it's Jacob with the ghost of Christian. When Locke and Ben return, it's the MiB.
To solve this little puzzle we need to look at the evidence and series of events very carefully.
First, we have the circle of ash surrounding the cabin when Ben and Locke first visit. Now, since we don't know what the ash is meant to do at that point, it makes little to no sense that it was already broken. If it were, there would be no point in drawing the audiences attention to it. We later find out that the ash is intended to prevent the MiB from crossing. It works very similarly to the sonic fence surrounding the Barracks.
Second, the MiB was not trapped in the cabin because we know for a fact that it was roaming around the Island day one ripping up trees in the jungle and freaking the Losties out.
Third, we see a brief glimpse of someone sitting in the chair and then a quick shot of someones eye. We see the exact same eye in the window when Hurley stumbles upon the cabin. But we don't see any of this during Ben and Locke's return to the cabin where we know for a fact Locke was instructed by the MiB to move the Island. If it were MiB all along, why not tell Locke to move the Island the first time? How does almost getting Locke killed help MiB's plan? The answer, it doesn't.
So when and how did the MiB get into the cabin? This one is pretty easy. Claire broke the circle of ash for the MIB which allowed him into the cabin. Note that our first two encounters with the cabin proceed the MiB's recruitment of Claire, and the third time she's with who we know is the MiB(posing as her dead father).
Now, a lot of people were confused by Ilana's comment in season 6 that "He" hasn't been using it in a long time. But at the same time, we get a clue as to what the cabin was originally intended for. Not a home, but rather a place for Jacob to pass on instructions. We know this from the piece of tapestry he left there which leads Ilana to go find him at the Statue. The circle of ash was intended to prevent the MiB from getting in and passing along his own instructions, which is exactly what he does when Ben and Locke return.
Many people seem to think that because "He" hasn't used it in a long time, that Jacob never used it. But we need to consider the fact that Ilana goes there 3 years after Ben and Locke visit the cabin and are told by the MiB to move the Island. Within the show, 3 years is a long time considering the entire series takes place over slightly more than a 3 year period.
For the final pieces of the puzzle, lets look at what the writers themselves said:
Carlton Cuse: Now, in this scene[in the cabin], one of the things that I think we kind of take as a matter of fact is that people watch this show, they tape the show, they DVR the show. And so when people watched the show, they were like, "That was all crazy. I didn't see anything." But in fact, yes, there are several pieces of Jacob. You can see them. But you can't really see them unless you stop and tape the thing, and look at it slowly. So it was interesting for us to see how the audience reacted to this scene. When it played, a lot of people were like, "l didn't get it. What was going on there?" There was nobody there. Other people very clearly stopped, taped it, looked, saw that there were images of Jacob. And we tried to actually add one other image that would be visible clearly for the audience, this close-up of an eye, which kind of goes back to... ...kind of thematically was unified with this image of eyes that started really from the very beginning of the pilot. But I'm not sure people really understood that that was Jacob's eye. And it's kind of interesting that this was a scene that required sort of a... ...active participation on the part of the audience to really get its full... To get its full impact or to have a full understanding of what you've seen in this scene.
Carlton flat out says that the person in the cabin in The Man Behind the Curtain is Jacob in no uncertain terms. The eye we see in that scene is the same as the eye Hurley sees in the window. He also sees Christian sitting in a chair in the cabin, who is wearing the outfit he was going to be buried in.
Who is appearing as Christian at various points in the series?
To answer this question, I think we need to look at the outfits he's seen in each time we see John Terry appearing. We'll ignore his season one appearance for now, and focus on season 4 onwards.
First, Hurley sees him in the cabin wearing the black suit with white tennis shoes. I believe this is the actual ghost of Christian(also note that this is the first ghost Hurley ever sees, I'll get to this in the next question), that Jacob is recruiting him to help bring Jack back to the Island.
Next we see him appear to Claire. This time he's wearing a yellowish striped shirt. We find out later that this is actually the MiB recruiting Claire.
We then see him(and Claire) at the cabin instructing Locke to move the Island, wearing the same outfit he wore when he recruited her.
He then appears to Michael on the freighter telling him "[He] can go now." Wearing the same outfit we see him wearing when he appears to Claire and Locke.
Next we see him appear to Jack at the hospital in LA wearing the black suit and white tennis shoes. We know for a fact this could not be the MiB since we later find out that he is restricted to the Island and cannot appear off of it. Also, this was not a hallucination caused by his drinking and drug abuse as this is the event that lead him to begin popping pills. Evidenced by his requesting the other doctor in the scene for a prescription for the pills he would then abuse.
Next we see Locke encounter him again in the frozen donkey wheel chamber wearing the more casual outfit who again tells him to move the Island.
After the O6 return to the Island, Sun and Frank encounter Christian wearing the casual outfit who shows them the picture of the time traveling Losties and tells them to wait for Locke. Both of whom are actually the smoke monster posing as Christian and Locke.
Now I'm going to address his appearances in season 1. I say appearances plural as I'm going to include the mobisode "So it Begins" and we'll start with that since it's his first appearance according to the timeline.
I believe this first appearance of Christian is actually the spirit of Christian who has already been recruited by Jacob. Note that he tells Vincent to go wake up his son because he has work to do. Words that Vincent understands, and he does as instructed. As far as I recall, the MiB is not able to communicate with animals, while it is implied on a website that is part of "The Lost Experience" that golden labs have certain psychic abilities. This appearance of Christian is also wearing the black suit with white tennis shoes.
Then we have Jack seeing him in White Rabbit who leads Jack to the caves. Now, while MiB did claim that it was him who lead Jack to the caves, we need to keep a few things in mind. First, the MiB had no interest in helping the Losties at any point, so why would this be the one instance of him ever helping them? Surely if he actually wanted to help them with anything, there were times where he could have been much more helpful. Like when Ethan takes Claire and Charlie or when the Others attack the beach camp.
Some have suggested that they also believe the MiB was lying about helping, but suggest instead that he was intending to lead Jack off the cliff to kill him. While this could work if he stopped appearing after the cliff, why would he continue to appear to Jack and lead him to the caves?
Now, let's go forward to the MiB telling Jack that he was just trying to help. It's not hard for us to believe he's lying, but how does he know the details? Well, when the MiB takes the "image" of a person, he takes on their memories as well. John Locke knew that Jack was chasing what he believed to be a hallucination on the same day that Jack finds the caves, and Jack's question gives him all the details he needs to formulate a convincing lie. Jack specifically asks if he appeared as his father, on the day, which again, Locke knew Jack found the caves.
Others often counter with the idea that the writers didn't think to differentiate between the ghost of Christian and MiB appearing as him. So they discount the outfit evidence and say that Jack had no ability to see ghosts, so this idea makes no sense. However, there is precedence for this idea. Namely, both Ben and MiB see their respective mothers on the Island, and neither could have been the MiB. Ben's mother first appeared to him inside the sonic fence which we know the smoke monster cannot cross, and her body was never on the Island. And MiB's mother couldn't have been MiB for obvious reasons. So here again we have 3 examples that lead us to a conclusion. Namely that the spirits of the dead on the Island are able to communicate with family members, or at least their children.
In my estimation, only three characters EVER see the ghost of Christian. Vincent and Hurley, who both are suggested to have psychic abilities(we see Hurley's in action). And Jack, who as I've just established is able to see the ghost of Christian because Christian is his father. Everyone else sees the MiB posing as Christian.
When\How did Hurley gain the ability to communicate with Ghosts?
To me, this has always seems rather obvious because of the way it's presented in the story. But I'll come back to that.
I believe Hurley came into this ability when he encounters the cabin. I believe this "Gift" was granted to him by Jacob, similar to Jacob granting Richard agelessness. Note that the first time he's obviously seeing a ghost occurs in the same episode where he encounters the cabin, where he sees what I suggest is the first instance of his ability manifesting(seeing Christian inside the cabin). To me, the fact that these two things occur in the same episode is a clue from the writers.
What was the smoke monster?
He's the essence of the MiB ripped from his physical body by direct exposure to the Source. So why is he so much more violent and angry in 2004 than he was in Across the Sea? Well, he's been trapped on the Island for the past 2,000 years, the one place he never wanted to be. It's understandable that his rage would grow exponentially over that time.
Why was there a polar bear in Walts comic book?(actually Hurleys comic book)
To foreshadow the fact that there are polar bears on the Island.
(I've always believed that Walt subconsciously summoned the polar bear to his location on the island. The polar bear was already on the island (or Hydra island) but he summoned it towards his exact location. Much like he did in his flashback in "Special" where he was reading a book on birds and he summoned the bird towards him.)
What happened to Christian's body?
The MiB took it so that Jack couldn't bury it. It's heavily implied that once a body is buried, the MiB cannot appear as that person. He knew he would likely have use of Christian later on, so he took the body for safe keeping. Most likely took it to the tunnels under the Temple where he appears to reside.
Where did the supply drop come from?
They came from an off Island Dharma warehouse in Guam. This is addressed in The New Man in Charge. A short video released by the writers to answer a few questions which weren't covered by the series itself.
Why does one have to follow a specific heading to enter\leave the Island?
Because of the intense EM field generated by the Source and the connected pockets of exotic matter. There is a wormhole like passage through the rotating EM field. The pockets of energy form a sort of Halbach array.
http://en.wikipedia.org/wiki/Halbach_array
How did Locke, Eko and Desmond survive the Swan implosion?
The answer to this is suggested by the Orchid video. Where it's explained that the unique EM energy on the Island is exotic matter, and produces a sort of Casimir Effect. Essentially the Island is a sort of "weak point" in space\time, and a large enough explosion can "rip" a hole in space\time. The build up of energy coupled with the explosion from the fail safe rips a hole in space\time and sends Locke, Eko and Desmond to various points on the Island.
This was a small scale version of what happened after turning the donkey wheel. After the hatch explosion, the characters were thrown a few hundred meters away and shot a full day into the future, whereas Ben was thrown all the way to Tunisia and shot 10 months into the future after turning the wheel.
Where did Yemi's body go?
Similar to Christian, the MiB took it for later use. Most likely to the caves where he appears to reside.
Why did Pickett say Jack wasn't on Jacob's list?
There were multiple different lists on the show. The list Pickett is talking about is the list of "good people" the others were instructed to take from the two groups of survivors(the beach group and the tail section group). This is a completely different list from Jacob's list of Candidates which Jack absolutely was on.
What caused the birthing issue?
Based on the evidence, the birthing issues were caused by the Incident. Shortly before the Incident, Ethan was born on the Island. It's never suggested that she left the Island during her pregnancy, so it would appear that she lived through the problematic period without issue. This is the last known on Island birth.
There are only two significant events that occur between Ethan's birth and the arrival of the Losties in 2004. The Incident, and the Purge. Since the Purge used a gas that appeared to dissipate rather quickly(Ben and Richard both removed their gas masks shortly after we see Dharma wiped out), it stands to reason that the birthing issue is a result of the radiation released from the detonation of Jughead during the Incident.
The detonation of Jughead during the Incident is responsible for the fertility issues. The message "We are the causes of our own suffering" on the Room 23 video in Juliet's first episode "Not In Portland" alluded to this. Juliet caused the fertility issues which she would later be brought to the island to try to fix by detonating Jughead just like Jack caused the plane crash with his plan to detonate Jughead even though he actually wanted to prevent it.
Also, the Purge was just a release of toxic gas which doesn't have lasting effects as shown by Ben, Richard and the others taking off their gas masks soon after the Purge. The Incident, however, caused a release of electromagnetic energy which we know affects a person's health in various ways. This was also confirmed in "The New Man In Charge", where Dr. Chang says that the Island's electromagnetic energy at the Orchid site affects pregnant polar bears.
Why did Desmond have a false vision of Claire and Aaron leaving the island on a helicopter?
His vision was not false. However we need to look at how Desmond's visions work. Namely, the way they're presented to him. We really only see one of them, and based on that the only thing that he sees clearly is how Charlie is going to die. Then he's presented with a series of quick flashes which he then has to interpret.
The one vision that we see, we know he interprets incorrectly. Specifically, he sees flashes of a parachutist whom he believes to be Penny because he also has a flash of the photo of himself and Penny. When it turns out to be Naomi instead of Penny, Desmond jumps to a rather illogical conclusion. That the fact that he saved Charlie somehow change the parachutist from Penny into Naomi, which we know is false.
Similarly, he most likely saw Aaron being held by someone on a helicopter and simply assumed it was Claire.
How does Mikhail keep coming back to life?
He didn't. He was horribly injured a couple of times. But he didn't die until he killed Charlie by blowing up a grenade outside of a porthole at the Looking Glass station. The healing factor the Island provides allowed him to survive his previous injuries.
Whose eye appeared in the window of the cabin?
As mentioned earlier, the eye belongs to Jacob.
How did the smoke monster appear to Jack in LA?
He didn't. As mentioned earlier, that was the ghost of Christian appearing to Jack, pushing him towards returning to the Island.
How\When did MiB get into the cabin?
After the MiB recruited Claire. He recruited her to break the circle of ash, which in turn allowed him to enter the cabin and tell Locke to move the Island under the guise of "speaking for Jacob."
What's with the frozen donkey wheel?
The exact mechanism is not explained, but somehow combining water with a pocket of the Source energy allows for the opening of a wormhole(or rather two). One which envelops the entire Island causing it to move physically, and another which envelops the person operating the wheel which causes them to move physically and temporally.
Who shot at the Losties in the outrigger?
There is no direct answer given in the show, but the writers suggested it was some members of the Black Rock crew who were also jumping in time. I believe that when Locke turned the wheel that it was during the time when the Black Rock came to the Island, and that similar to the Losties bouncing around in time as a result of Ben turning the wheel, these members of the Black Rock crew experienced a similar effect.
How does the Lamp post station locate the Island?
The Lamp Post station is located "on" a pocket of the same energy found on the Island. It was suggested that all these pockets are intrinsically connected to the Source. It's through this connection to the Source energy that the Lamp Post is able to not only locate the Island, but give the correct heading to follow in order to reach the Island.
Why did Hurley, Sayid, Kate and Jack travel to the 1970s, but Sun did not?
Similar to how the Losties survived the initial crash, they had "work to do" in the 70s. They had destinies to fulfill in the past, while Ben and Sun did not.
Some have suggested it's because they're Candidates, but the name Linus is listed in the caves as a Candidate, and yet Ben did not travel back in time. To cover this these people have suggested that Ben was removed from the list because he killed Jacob. However this doesn't work with the sequence of events, as Ben doesn't kill Jacob until after they return to the Island.
How did Richard get past the sonic fence?
The same way the Losties did in season 3. He bypassed it. Richard even says that it may be effective at keeping some things out(Namely the smoke monster), but it's clearly not very effective at keeping people out.
Why does Richard say he saw the Losties die?
We need to consider his perspective. From his point of view, the last time he saw these people in the 70s, they were going to the Swan site in order to detonate a nuclear device which they factually did. They vanish at that point so he logically assumes they were vaporized in the explosion. At that point he has no way of knowing they were shot forward in time to 2007.
What is the infection?
The infection is a metaphor for coming under the smoke monsters influence.
Dogan was referring to the ability to be easily open to MIB's influence. Claire and Sayid being infected meant they were tools of the smoke monster.
Why does the ash stop working when Dogan dies?
Dogan being the spiritual leader of the Others most likely gave the ash power over the smoke monster. Once he dies, that power dissipates and the ash is no longer effective.
Why is Sayid "awakened" by Shannon and not Nadia?
While Nadia was indeed the love of his life, Shannon is the one who made him a better person. Notice he has a distinct shift in personality while with Shannon. He was always a good man, but with Shannon he was actually happy for the first time in his life.
During "Sundown" the flashsideways show Sayid realising that despite truly loving Nadia, he doesn't deserve her. Juliet told Sawyer in "The Incident" that "Just because two people love each other, does not mean they're meant to be together".
Why didn't Eko, Michael and Walt appear at in the Church?
Eko didn't really learn anything while with the Losties. The point of the sideways was for the characters to discover the memories of their lives which caused them to make positive changes. Since what happened to Yemi caused him to make a positive change in his life, it stands to reason that his experience would be tied to Yemi rather than the Losties.
Similarly, Walt and Michael did not really learn anything while with the Losties. Michael in fact completely alienated himself from the group when he betrayed them, murdering two and turning over 4 more to the Others. If Michael does eventually move on to the Sideways, his experience there would most likely be tied to Walt.
The Sideways universe is about reuniting with the ones you love and care about and those three clearly did not have such close bonds with the rest of the survivors. Just like Ben will eventually move on with Alex and Danielle, Eko will move on with Yemi while Michael will move on with Walt and his mother.
Michael - Michael isn't in the Church because he alienated himself from the group and then worked against them. The point of the sideways was to be awakened to your memories from reality by the people who mattered to you the most during the most important time in your lives.
Jack even explained it in his "Live Together, Die Alone" speech. Because Michael alienated himself from the group, there's no reason for him to share the sideways experience with the other Losties. He lived separately from them and even early on he made no effort to ingratiate himself to the rest of the characters. He makes sure he and Walt have minimal interaction with the rest of the Losties. He certainly didn't make many friends before he betrayed the entire group to the Others, killing two Losties and turning over 4 others to The Others.
Walt - Walt had no real impact on the overall plot and wasn't involved in anything that the other characters were doing. It makes sense that he would have his own sideways experience with the people that meant the most to him during the most important time in his life rather than a group of people he barely knew for a few weeks.
Eko- The Island was not the most important time in Eko's life and his sideways probably involved his childhood with Yemi. It's not that Eko wasn't allowed into the Church, he simply didn't share the sideways experience with the rest of the Losties since he never really became close with any of the Losties. It looked like he was getting close to Charlie, until he started pushing the button instead of building the Church. So like Michael, if he does get a sideways experience, he wouldn't share it with the Losties.
The end of "The Cost Of Living" contains a scene completely unrelated to the flashback of the episode. We are shown a brief shot of Eko and Yemi as boys walking off together arm in arm. It is inter-cut with Eko's last moments of life. This is Eko's "Flashsideways". He and Yemi reunite and move on together. The island wasn't the significant part of Eko's life, his broken relationship with his little brother was. Much like how the Losties appeared as the age they were during the most important time in their life during the sideways, Eko appeared as a kid since that was the most important time during his life. (I'm not sure if the writers thought of this at the time, bit it fits nicely with what we now know.)
Why did the Others pretend to be primitive?
This caused their "enemies" to underestimate them. It was key to their conflict with Dharma, as Dharma had assumed they were too primitive to be a real threat. This turned out to be a HUGE mistake as Dharma underestimated them and attempted to initiate a Purge of the Others. However, the Others were not nearly as primitive or stupid as Dharma assumed. They managed to take over the Tempest station and release the gas that Dharma had intended to use against the Others.
Why did Horace tell Locke to meet Jacob in the cabin when it was the smoke monster?
Everything that happened HAD to happen. Locke had to return to the cabin, as the smoke monster would then instruct him to move the Island, which eventually lead to MiB finding his loophole. All of which tied into Jacob's plan to prevent the MiB from extinguishing the Source, and in turn exterminating all life everywhere.
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How did Hurley not lose weight on a tropical island?
One of the important things to remember is that Hurley was only on the island for around 4 months (108 days) before he left with the other members of the Oceanic Six. After returning to the island, he was only present for a few weeks before becoming the protector of the island.
Also, while on the island Hurley had access to the Swan Station which contained a pantry stocked full of food, not to mention that later on in season 2 a food supply drop occurred which contained even more food.
Why did Jacob have Widmore bring back Desmond to the island?
Desmond was brought back to the island so that the MIB could finally be stopped once and for all. Jacob didn’t want to keep the MIB trapped on the island for eternity and he couldn’t let him leave the island without extinguishing the light and possibly ending all of humanity. Desmond’s ability to withstand large amounts electromagnetism allowed him to successfully remove the cork and allow the MIB to become mortal.
What was the importance of Annie?
Annie was important to Ben because of how he formed relationships with people, as she's the only person he was ever close to. Juliet's flashbacks with Ben in "The Other Woman" illustrate this.
What caused the Purge?
The truce between the Others and DHARMA ended years before the purge and DHARMA had violated nearly every single term of the truce. Also, Mikail tell Sayid in "Enter 77" that it was DHARMA who first tried to purge the Others. The purge we witness in "The Man Behind the Curtain" is the Others retaliating in self defense after DHARMA had underestimated them.
Who ordered the Purge and how did it happen?
Most likely Widmore, as he was leader of the Others at the time. Someone released the gas at the Tempest station while Ben personally killed his father.
What happens after you move on in the Sideways?
In my opinion, after people move on they are able to return to the mortal world, if they choose, as the ghosts we've throughout the show to help guide the living people. It's important to remember that there is no time in the Sideways. Further proof is that Charlie wears his rockstar outfit when he meets Hurley in "The Beginning of the End" which he also wears in the Sideways but not when he died in the S3 finale, and Ana-Lucia wears her police uniform when she meets Hurley in "The Lie". More evidence comes from Mothers comment that the Source (where the sideways takes place) is "Life, Death and Rebirth."
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