Q1:Why would the angels wait for Dean to break before they rescued him, thus allowing Lilith to start breaking the seals if now they are going to use him to stop Sam?

The reason why they didn’t resque Dean before the first seal is broken is because they probably didn’t know that Lilth planned on breaking the seals at this point. They also may have not known what the first seal was. As i theorized i don’t think Lilth thought it was possible to release the seals during this generation of children because she thought Sam had failed to become the right child to do it and she would have to wait on the next generation of Yed’s children and create her own

However at the end of the third season when Sam was uneffected by her demon blast she realized that he was the destined one and thats why she began the process of opening the seals a process the angels were as of yet unaware of

Q2:if the angels know Sam is the last seal, which I think they do, then why don’t they just kill Sam now, or Ruby for that matter?

The Angels didn’t know Sam was the last seal until after Dean released the first Seal and they did their home work on his brother. At that point Sam was already insanly strong. Remember Ruby Said that Sam’s powers have weakened because he was taking it easy with Dean. This probably means Sam was much stronger during the first epesiode of the seris then he even was during the epesiode where he exercised Samhain.

Remember that the Angels thought Samhain was insanely strong and if he was released it would be very bad yet Sam defeated him pretty easly and its implied that this is after Sam’s powers had begun to weaken. Because of this is very likely that before Dean was brought back Sam was already powerfull enough that the Angels would have been unable to kill him or suffered a huge amount of losses at the hands of him with no guarentee of success and who knows who Sam would have turned to and how powerfull he would have become to fight against Angels and Demons

Q3:Why would they need Dean to kill Sam when a monkey with a well placed bullet can kill Sam?

As i said Sam was probably alot stronger then he was shown throughout most of Season 4 until possibly the current epesiode which means even the angels would have struggled with him and as we saw there are ways for Sam and Ruby to ward away Angels. Remember the hex bag that Ruby gave them during the episode where they were hiding Anna.

The reason they need Dean is because:

A)Dean has served to weaken Sam and delay his progess(think of how powerfull Sam would be right now if Dean hadn’t come back and caused Sam to stop using Demon blood until the Chris Angel Ep)

B)Dean is able to cross the barries that the Angels can’t. Had the Angels gone after Sam ruby would have made the hex bag and they could have just continue to increase their powers until Angels weren’t a threat. In Just two epesiodes worth of time Sam went from being easily defeated by Alistair to defeating him easily and it seems like Alistair was stronger then both Castiel and Uriel.

C)Dean is Sam’s weakness no matter how dark Sam becomes or how powerfull he become in the comming eps i doubt he will be able to give his 100% when fighting Dean. Because of the fact that Dean is human and can cross through barriers the angels can’t and with the colt gun can kill anyone or anything and he can make sam Faulter he is the only one that can really have a chance of killing a Sam who has full realized or matured his powers(other then God and Lucifer)

So eventhough the Angels act all tough i seriously doubt any of them could have killed Sam by the time that they realized he could be the last seal. Sam’s potential to grow in power with the use of Ruby’s blood that he can go from being pwned by Alistair to causing him to run in fear with ease and the fact that Alistair was shown to be stronger then two of the stronger angels strongly suggest that had the Angels gone after Sam during anytime after he started using Demon Blood that Sam could have escaped them that time and then Ruby would have prepared the hex bag and simply had herself and Sam hide out practicing his Demon Powers till he had reached this level of power where the Angels aren’t that much of a threat and he could easily beat them.

The Angels probably brought Dean back to weaken Sam and hope that he stops Sam and worse comes the worse kill sam exploiting Sam’s weakness which is his brother which is why Season 3 focused so much on the fact that the brothers were each others weakness.

But Stop Sam from doing what? Dean makes the mistake in believing that the Angels want him to stop Sam from using his powers as a psychic aka exercising demons, having visions, etc…because right after the epesiode in the begining Dean sees Sam using his mind to excercise the a Demon.

However what the Angels are refering to is Dean drinking the blood of ruby and fucking her to increase his own psychic abilities to a level where he can fight off Demons like Lilth and Alistair. The Angels haven’t made a move on Sam themselves yet because for most of Season 4 he hasn’t been using Ruby’s blood anymore and just started to do so again after the events of chris angel ep.

The angels were hoping that Dean could convince Sam to stop using Ruby’s blood before they downright try to kill Sam or tell Dean he has to afterall thats why they said the only reason they haven’t done so is because Sam is usefull.

If Sam was to train and use his basic Psychic powers as well as his demon hunting skills he could become a very good hunter allied with the angels and dean. However Sam is taking the easy way out by quickly boosting his powers with the use of Demon Blood and Flesh which is a sin.

The reason why i predict Alistair will tell Dean that the final seal is a person who has feasted apon demon flesh and demon blood to substain oneself is because it fits into the idea of Sam being said to be the Anti-christ by ruby in the second epesiode they met. The appearance of the Anti Christ is also the final sign of the end of days.

If Lucifer is sealed outside of hell and this world there must be a place where he is sealed like in the case of the Demon Gate. Likely there is a final seal on the Gate that can only be removed by the Anti-Christs appearance at the Gate or Seal. Sam become the Anti-Christ by feasting on the flesh and blood of a demon.

Why did YED feed the children demon blood and why did he say he only need one. Because his end game was to prepare a child to open the final seal to release lucifer that was Yed’s job in the grand scheme of how the higher level demons work to release the seal.

So why would lilth try to kill Sam is the real question. The answer is lilth probably didn’t think Sam was the Ant-christ because of the fact that he was suppose to rise up after the events of Season 2 and become the next leader of the Demons, but he never did and instead went on slaying demons showing no sign of being the Anti-Christ so she figure she would just kill him.

Is it any suprise then that after the events of Season 3 final where sam was unharmed by her white blast that she has no longer directly gone after the boys. Its no suprise then that she had alistair tempt dean into opening the first seal and began removing the seals after the end of season 3. Because now lilth knows that Sam has the potential to open the last seal.

Its also no suprise how ruby was able to get out of hell because Lilth released her after seeing that ruby was right and Sam was capable of releasing the final seal.

Personally i think the final three epesiodes of the seris are going to be Sam vs Dean where Sam wants to open to final seal on Lucifer so that he can kill him with his powers. Remeber there was talk about cutting the head off the snake and dean said the snake has to many heads to cut off, but Sam probably will think if Lucifer is killed that will be the true head of the snake.

So Sam will continue to increase his powers to kill Lucifer and Dean will have to stop him. Probably resulting in Dean being unable to bring himself to kill Sam and Sam releasing the seal on Lucifer but failing to kill Lucifer with his powers. Then Season 5 the final season will be about Sam and Dean trying to aton for their sins by finding a way to kill Lucifer before Lucifer is able to destroy the world.

Its really the only way that i can see season 4 ending and season 5 still having the two brothers working together.

Dean is human, how is he going to stop Sam? And if the angels know Sam is the last seal, which I think they do, then why don’t they just kill Sam now, or Ruby for that matter?

Why would they need Dean to kill Sam when a monkey with a well placed bullet can kill Sam?

I would hate to think that the only reason Dean was saved from hell was to do a job any Joe off the street could have done.

I also have a hard time believing the angels needed Dean to stop Sam, when they can do it much better.

So, no offense, but the whole, Dean was saved from hell just because he’s the only one that can stop Sam would be truly anticlimatic. I hope Kripke doesn’t go there. It would make no sense to me, especially since Castiel warned Dean that they would and I really doubt Sam is so important that God is going to move heaven and earth just to save Sam. Especially since Sam has a free will, and he’s chosing the path he’s walking on his own free will.