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Leo (and only Leo's incarnation of Glen Baskerville) is one of Mukuro's past lives.
The Hair. After Leo cuts it. No further explanation necessary.

Reim/Liam will make a contract with Mad Hatter now that the world's been saved.
It feels right that he have that chain next. They were very good friends, and since Barma destroyed the Barma key to the abyss, his contract with March Hare is gone. With Break dead, Mad Hatter is without a contractor and Reim/Liam without a protector. I think that chain should protect him well.
  • No. Mad Hatter never had any will. It has no mind or awareness, and I think upon the death of its contractor it dissipates, goes back to being part of him, like the theory lower down suggests. Either that or Reim goes to the abyss for a new Chain and finds Break waiting for him, wearing that hat and the ragged cape.
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It's all Gil and Vincent's fault, and this is the sixth and last time the world has been reset
We know time can be undone and history redone in Pandora Hearts. What if in the original reality, a Gil who's become Glen wished that someone had stopped him from taking Glen's Chains, because he isn't fit for it, and can't live without his little brother. Then a reality like the story as it is now happens, and Vincent succeeds in wishing himself out of existence. In the reality following that one Gil wishes to have never been born, because he's so alone.

Now, people wishing themselves out of existence only works for the reset after that wish, so once Gil resets it so that he was never born, Vincent wishes to have had someone to protect him. Just one person who cared if he lived or died. In the reality following that one Gil wishes that Jack had never met Miranda, so she couldn't make Vincent open the door to the Abyss. Then Vincent wishes that someone saved him and Gil from the streets when they were children, so Gil would still be alive. I know this wish is a bit odd, but it's a domino effect: because if Jack hadn't met Miranda he would not have been alive to save them. Then it comes back to the reality of the first wish, and the story we know.

And every time the world resets it becomes more cracked. In the original reality there were no Black Winged Chains, or chains holding the world together, just one solid whole and some moderately powerful chains held by the Glen. But that whole cracks with every reset, and with every one of those powerful wishes, a Chain is born.

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A Black Winged Chain.

Raven first, born of Gil's wish that someone stopped him, and then the others in any order following. Every time there was a Tragedy, it was that new chain that Jack made his contract of destruction with, since Chains that can hold the world-chains together should logically be able to break them as well. But the thing that makes this final reset different, instead of another Black Winged Chain being born of the reset, a rabbit was born instead. and because that rabbit is who he is, Oz the lovable, this time it will work out.

Oz will become the new Will of the Abyss
The Will is the Will because the core is fused with her, and Alice wants it out of her sisters body, as of the most recent chapters.The presence of the Core is making white Alice's body break down because its too much power for her frail shell as the Core itself put it. Oz became B-Rabbit when the Will needed something that she could give the power to sever the chains that bind the world together, and since he had been at the heart of the Abyss for so long he could hold that power without breaking. The Core refuses to get out of the Will's body because she's the company Lacie left behind and it doesn't want to be lonely. Lacie originally left one of Oz's bodies behind to keep the Core company. Oz will offer himself to the Core because that what he was for in the first place, and he won't be destroyed by the Core's presence.
  • In a way, this becomes both true and false. Oz does not become the new Will of the Abyss (in fact, the Will is removed from power and not replaced at all), but Oz's body (formerly Jack's body) does become the Core's new vessel, having already adapted to intense Abyssal power from housing Oz for so long. Oz is then reincarnated. So, the Pandora Hearts Universe's new god-figure isn't Oz, but they are wearing Oz's face.
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Mad Hatter is actually part of Break!
Remember when Gil first met Break? Remember what Break was wearing? A hat and a raggedy black cloak/ cape thing. Now what does Mad hatter look like? Look familiar?
  • Yeah! I've had the same thought. Besides, it would make sense that for the Will to ceate a chain that destroyed things of the Abyss, she would have to work with something not of the Abyss for the base of it. She used Break's soul to create Mad Hatter.
    • This troper contests this logic: that doesn't make sense. First, the first manifestation of destructive Abyssal power was a black hole inside the Abyss caused by the Core's loneliness. Second, Oz himself is a Chain based in destruction—in fact, his powers seem to be that of total destruction—and Oz himself was created within the Abyss from Abyssal energy with no living base. Further, all things in "reality" are heavily implied to have been created by the dreams and wishes of the Core of the Abyss, meaning nothing is truly separate from the Abyss and that closeness to the Abyss is more a matter of degree. While none of these facts contradict the idea that Mad Hatter could have been a part of Break, these canon facts run against the logic that something not of the Abyss is needed to destroy things from the Abyss because everything with even greater destructive powers originates even more from the Abyss than the Mad Hatter does.
  • It's implied by Break himself that the Intention created Mad Hatter solely for his use. Therefore, this theory isn't at all implausible.

Gilbert will eventually form a contract with Oz, the B. Rabbit.
Now that Gilbert is revealed to be a Baskerville, having a contract with Oz would not condemn him. But since he's already with the Raven, he might need to become Glen to do that... Because Pandora Hearts is somehow always the reverse Black Butler.
  • Jossed: Given the story of events, this is unlikely as Oz is technically Jack's chain, as a soul in Jack's body.
  • As of retrace 102 it isn't so Jossed. The contract with Jack is over and Oz is no longer in that body. To get him back Alice and Gil will probably both make contracts with him, because like Humpty Dumpty, B-rabbit originally had more than one body.
    • Jossed again. Oz makes a contract with the Alice twins in order to use his destructive powers to separate the Will of the Abyss from the Core, completing the wish she entrusted to Break and returning the Abyss to the golden paradise it once was, which in turn restabilizes reality from Jack's damage. However, killing his own Contractor simultaneously kills Oz as well, and when we next see him again, he's been reincarnated, so the likelihood of him taking up the Chain's role in a contract is very unlikely.

Sharon is Jack's sister
She says so in retrace XV: "Mister Oz and you are too alike, brother Jack". This would mean she has been playing a double game all along. It would also explain why she vowed to stay by Oz's side as soon as she met him: she was making that promise to Jack. It also becomes hilarious in hindsight that on retrace V, when Break told Oz not to trust Alice, he answered that Break, Raven and Sharon were hiding a lot more than Alice. To complete this, she is probably going to reveal this soon, as Jack's true motives have finally been exposed.
  • That was a mistranslation, it was supposed to be "brother Xerx".

The Abyss is actually the Sea of Chaos
  • Think about it, it is a formerly golden paradise, but now a place of nightmares, and the first half of the incantation to summon the power of the Sea and L-sama was: darkness beyond blackest pitch, deeper than the deepest night, thou who shines like gold upon the sea of chaos. and the other incantation began with the phrase, Lord of Dreams that terrify. What does that sound like? The Abyss!
Break, Levi and Zwei (or a variation) are related
Think about it. It makes sense.
  • It probably wouldn't ever come up, but it could very well be that Levi is an ancestor of them both. Likewise, Zwei could be a great-great-great-grandchild or great-great-great-grandniece of Break, since he stated the Regnards were a House that produced knights. He could very easily have surviving relatives.
    • Jossed. At least Zwei being a great grandniece of Breaks is Josssed. Zwei lived in Sablier, and knew Vincent. Zwei predates Break.

When Vincent encouraged Gilbert to make a contract with the Raven, it was part of a plan designed to prevent Glen possessing Gilbert's body.
Specifically, if Gilbert has a contract with the Raven, it means that it won't be possible for it to be transferred to his body. Thus, Glen won't be able to possess him. Either that, or Miranda Barma was playing Vincent for a fool.

Elliot is going to be the one who is possessed by Glen.
First off, he "composed" Lacie, second, he's a Nightray, who have an ambiguous background as far as black and white good verses evil and third, those nightmares? Yeah. Just flashes from the past.
  • Brilliantly deconstructed in Retrace LVII. It was actually Leo who composed Lacie, and Elliot's nightmares were actually of when he murdered his brothers to protect his servant. Elliot is really a contractor of Humpty Dumpty, which is a Chain that was specifically designed to protect the current Glen. Humpty tampered with his memories, making him really believe that he composed Lacie, that there was a 'Headhunter' murdering his family, and that he didn't have a seal on his chest.
  • And Jossed. Glen's current vessel is actually Leo. And there really was a headhunter all along, and his name is Vincent Nightray.
    • Two Headhunters. Technically Elliot was one as well.

Because y'all are taking this way too seriously. (Also, Oscar is Hohenheim.)
  • Also, similar to Hohenheim, Oscar had an ailing wife.

Leo is a woman
You can't tell me that you haven't noticed his womanly curves.

Gilbert is/was/will be the Big Bad.
Yeah, I know, it's Poison Oak, but it's just an idea that I got while rereading some of the old chapters. Vincent is constantly talking about how he does everything for Gil, especially in the flashbacks to Sabrie. Gilbert has no idea what he's talking about... but Gil has also lost his memory. What if Vincent really was/is doing everything for Glibert, in the sense that Gilbert actually told him to do all this before whatever caused the memory loss? If this is true, he will at some point regain his memory and resume his place as the Big Bad, Light style. I'm admittedly not caught up with the current story line, so if there is anything that has happened in the later (or earlier) chapters that debunks this theory, please by all means send it the grave.
  • This other troper also strongly believes he, not Vincent, was the one who killed "Alice" in the past - but that part is still very fuzzy.

When Break is reborn in a century, his name will be Edward Elric
Think about it! They both challenged the sun, pit themselves against the laws of nature, and even in their failure managed the impossible. Besides, what was it Edward cried to Truth as he bound Al's soul to the armor?
No... No! You can't take him too! He's my brother! Take my arm! Take my leg! Take my heart, anything, you can have it! Just give him back! He's my little brother! He's all I have left!
And what did Kevin Legnard say to Alyss?

You want this right eye of mine don't you? If that is what you desire, I shall give it to you! Be it my arms, my legs... I grant you whatever your heart desires!
And in both cases, they cry a plea, a demand to the heart of the universe, and are answered.

Leo is the Head Hunter/original contractor with Humpty Dumpty.
He's the oldest child we've seen from the orphanage, he has more access then most people to the Nightray household, and there's certain lapses of memory that Elliot can't account for. The reason Elliot isn't dead yet is because Leo is attached to him, and is disregarding whatever reason he has to kill everyone else. There's also the fact that Elliot has commented on his eye color, something that we have never seen. Two other character with "unusual" eye color are Barma and Isla, who are both from another country. We know that Isla has connections to both Leo and the Headhunter; could it be that Elliot has been a plant the entire time?
  • As of Retrace LVII, this has been proven wrong. Elliot is the 'Head Hunter', and Humpty Dumpty's contractor.
    • Retrace LXI also shows that Vincent has been the true Head Hunter all along, and Humpty Dumpty was just a copycat.

Vanessa is Celty Strulson.
So Vanessa loses her head. So I'm thinking she doesn't actually die and instead moves to Ireland where she spends some time as a Dullahan. Because, you know, her body and her head are no longer together. And changes her name to Celty Strulson so that no one who knew her as Vanessa Nightray would know.

The power of March Hare will resurrect Reim
As of now, we haven't seen the power of March Hare before. And even Break have specifically said that that Chain is not specialized for battle. Then what it's specialized in? Healing! We all know that in the original story, March Hare is partner/friend/lover to Mad Hatter. And to elaborate; March Hare's power can only be triggered if there is Mad Hatter nearby. So in way or the other, with the help of Break, Reim will be alive again and fangirls will rejoice.
  • I am so waiting for this to happen. Bonus points if it happens in the middle of the fiery hell that is Isla Yura's staging
    • Aaaand as it turns out Reim wasn't dead at all. March Hare induces 'false death'. Not quite a 'resurrection', but hey, at least Reim's back!.

Alice was once Lacie.
Just bear with me guys, this theory is as random as they come: We know that Lacie was sacrificed to the Abyss long enough before for Alice not to know who she was, before Jack told her. It can be said that the Will of the Abyss more or less makes the Abyss "stable"( or as stable as it can be. I got the impression that before the Tragedy, there was nobody to actually control the Abyss, so it was actually wilder than what it is now, it's time-bending, soul-twisting abilities included. I also remember that it was said once in the manga that the people who got stuck in the Abyss would eventually become Chains themselves. You may see where I'm going with this.

Somebody (probably Glen) tried to bring her back, but by that time, the Abyss had already gotten to her, deforming both her appearance and mind, although not completely. And what we have when the "Chainification" is left halfway done? BAM! Split personalities! That would explain why Alice didn't change all that much physically (giant rabbit form notwithstanding) from human to chain, her body was already previously modified. And thanks to the Abyss not having someone in charge, it went bananas with her mind, wiping her mind clean of her previous memories, leaving a teenager body with the mentality of a little child. Somehow, she and her "chain-half" became deeply bound to the Abyss, which turned her into a valuable asset to have. But her resemblance to Lacie was so disturbing to the Baskervilles that they put her into that tower, to avoid having any sort of contact with "such a mockery of that person".

  • If that's so, then it's also possible that B-Rabbit!Alice is the Lacie Glen wants back. After all, the present Alice is rather different from both black and white Alices of 100 years ago. It's possible that the present Alice was the result Glen wanted.
  • Jossed. Alice is Lacie's daughter, cast out of the Abyss after Lacie gave birth to her there. And the Will of the Abyss is Alice's twin sister. She was never cast back into the real world, but their link gave them the power to switch places. Both of them are the result of an experiment by Levi, the Glen before Oswald, who impregnated Lacie before she was cast into the Abyss for being a Child of Misfortune in order to see whether the child would give the "core of the abyss" a form and a will. He got what he wanted. Yes, chapter 69 was just about the biggest Info Dump yet. And it works.

Break is going to end up losing his other eye.
Vincent uses his scissors on Break, because he's getting in the way of something

Oz caused his own memory loss by accident
Also: a spirit or Chain's physical stability is connected with their emotional state.

This theory came from my noticing the form of B-Rabbit during the Tragedy of Sablier and comparing it to the usual B-Rabbit (the Uber-Posh Rabbit that he is). Oz was clearly in agony during the Tragedy, and while at first I thought this deformation was a stylistic choice, Retrace 99 only solidifies this fact: the figure of B-Rabbit looses its usual defined form during the Tragedy and warps into this... thing, whose eyes honestly reminds me of the rabbit form Alyss took in the beginning of the manga. That is, horrifically deformed and looking to be in utter agony.

As Alice's attempted memory wipe rebounded on herself but didn't affect Jack (and didn't even fully affect Alyss), I don't think it's entirely likely it was what broke Oz's memories either. Plus, Oz easily retrieves them once Jack forces him to confront this truth, while Alice, even post-revelations, was not in possession of her own memories after this incident; she had to be re-given them by the Abyss. It's more likely that Oz broke his own memories, his own mind, struggling too hard against the bonds he was entrapped in, which caused the actual physical deformation of B-Rabbit and the damage to his memories that held up until late into the series. It's clear the more warped B-Rabbit becomes, the more Oz himself is screaming and fighting Jack's orders—you can visibly see B-Rabbit's physical appearance destabilizing as Retraces heavy with Sablier flashbacks go on. But the contract is, at the time, too strong—Jack's soul is whole and overpowering, and Oz's is young and newly formed and has yet to fully develop. And so it is Oz that breaks, and it is Oz that sleeps for 100 years—until Jack's will is almost completely gone.

This is also likely one of the reasons why Jack tricked Zai and let him know it; not only did it lead Zai to throwing Oz into the Abyss, but it essentially guaranteed the very flawed Zai would be an abusive prick to Oz, and the more broken Oz is emotionally, the less he can fight Jack's will. Despite Jack seeing Oz as an inanimate object, he was still wary of him - which was savvy of him, considering his fears come true: when Oz restabilizes his mind and begins to pull together the parts of him that had been shattered or rejected—when he fully becomes all that is "just Oz"—Oz completely turns the tables on who's the dominant personality in their situation, until it is Jack who is the warped, destabilized shade.

The deformation of B-Rabbit is a physical manifestation of Oz's mental trauma and the source of his PTSD that we see during his early manga Freak Outs. We do know for a fact that the events inflicted horrific damage to Oz's young mind, as even while suffering amnesia, Oz still hears his own tortured screams and pleas in the depths of the Hole at Sablier. The line Oz says when he first revisits the Hole and has his mental breakdown - "I have to destroy it" - may indeed refer to Jack's order with the chains that hold up reality—but given that Oz is hearing his own tortured screams, it may also refer to Oz's own contract with Jack, which his half-remembering mind is incompletely lashing out against without understanding fully why or how.

Jack was jealous of Oz
Jack has a weird fixation on Oz (much of the fandom has made jokes and not-jokes about how Oz needs an adult when Jack's around). Some have suggested this is because Jack sees Oz as something he 'owns,' something that is his own. In reality, I think Jack regards Oz with a mix of awe and jealousy. Oz is a remnant of Lacie—a tool, in his mind, perfectly fit for Jack's mission to regain Lacie somehow. But, hitting the crux of their key character arcs, Oz is in most ways more real than Jack—even though Oz is objectively the least human character sans the Core (even other Chains were once other living things). Despite being born an inhuman consciousness inside a stuffed animal and initially only sentient enough to record and later process memories, Oz grows and develops his mind until he is perhaps the most human of the cast psychologically - and key to this is the fact that Oz's development started with his ability to love, and his value of this feeling, and the deep empathy this enables him to feel towards others (case in point: the incident with Oscar's camera)—something Jack feels he can't do, and perhaps never has. Jack, despite being (originally) the only completely normal human out of the main Sablier cast, does not understand love, does not understand much of anything resembling human empathy - his obsession with Lacie comes from the fact that he hates her, and it's the only feeling that has managed to make him feel like a real person. Jack's a man with some obviously severe emotional disorder whose symptoms have driven him to functional sociopathy and who can't understand how and why humans emote even while doing so himself—and he's sharing a body with an actual nonhuman who is somehow innately inclined towards deep empathy and thus is still somehow more successful at being human than Jack is. Of course he enjoys reminding Oz he isn't "real" like Jack - being born human is the only human quality Jack has over Oz, because at this point, between the two of them, Jack may have been the one born human, but Oz, in all but the most technically definition, is the human. Oz is probably the one who makes Jack feel the least real by comparison.

Oz (and maybe Alice) became Red-Eyed Children at the end of the series
We know that Oz's soul is much more powerful than the average human one, able to slowly transform the body he was inhabiting into a sturdy enough vessel for the Core just by existing within it, meaning it probably gives off somewhat comparable power and energy. Given that Red-Eyed Children, known more commonly as the Children of Misfortune, are stated as the only humans born capable of naturally enduring trips to visit the Core, it's likely Oz is more than durable enough to also do so. Further, Oz's power as a Chain specifically came to be in order to allow Oz to transport people between their reality and the depths of the Abyss, where the Will resided. When he reincarnated as a human, that energy had to go somewhere, and it easily may have manifested as Red Eyes, which maybe be part of why his eyes were left ambiguous in the epilogue. Alice may also be one, considering her past and her emotional connection with the Core. Oz being reborn with Red Eyes would also make sense for his character, because both the Children of Misfortune and Oz were used to discuss and refute the idea of existential sin.
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