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Would have been a good plan had the status quo not changed in Kings Landing. Cersei has no power anymore and Tommen is controlled by the faith.
Regardless he has a decree.....and Tommen is still King.
And really it matters not in the end.
It is safe to say that ALL of the Boltons were wiped out (Umbers and Karstarks too).
And at least half of the Starks/wildling army.
LF has 10,000+ men and the royal decree. He will take Winterfell and there really is nothing Jon can do about it.
They have no way to fight him. Jon threw everything into taking Winterfell, he has nothing left.
Their only choice really is to join him. Once he is inside and controls it, doesn't matter if Tommen dies.
1. I don't think he has a decree. i believe the decree was contingent on him destroying the victor between Stannis and Bolton, which he did not do, so who knows if it is still a valid offer. I cannot imagine Cersei will be happy about him aiding Jon Snow and Sansa.
2. Where are you getting that he has 10,000 men? that's a huge force compared to the numbers we've heard thrown around this season. Not saying it's not true, just don't remember hearing that anywhere. Jon's numbers were less than 4k I believe and Bolton's were around 5-6k.
1. In what way did he not wipe out the victor (Boltons) between Stannis and the Boltons? thats exactly what he did. Why would you assume he has no decree. Cersei said she would talk to the king that day and "have him draw up a decree" - I would assume LF wouldn't do anything without that otherwise he is just operating on his own and not in the crowns interest.
2. I've heard the Knights of Vale is that big although to be honest I'm not sure if it was in the show or some reddit show based thread. I know in the show the Lannisters army was originally 60,000 and Robbs in the north was 20,000. It's smaller than those but trained to fight in the ice and snow (LF said). It quickly and completely swallowed Boltons 6,000 in this battle of which maybe 4-5,000 were still alive at that point. I would guess thats also consistent with 10,000 men and a lot were cavalry giving them a decided advantage.
The whole leverage to the agreement was that Ramsey was going to marry Sansa, which made the Boltons "traitors." Cersei concludes the discussions with "I'll know you are true to your word when I see Sansa Stark's head on a spike."
In addition, prior to that comment, Cersei asks him "What if you succeed?" To which Littlefinger replies "Make me Warden of the North." So, the spirit of the bargain was that he was to destroy whoever won the battle between Stannis and Boltons AND capture and execute Sansa Stark.
I don't know how the show will go with it, they may make it where he already has the official decree, but I can guarantee you Cersei is not going to agree that he fulfilled his promise when she finds out that rather than destroying the armies of Stannis and/or Bolton he instead helped Sansa Stark retake Winterfell. Of course, at this point, if he does already have a royal decree on him, then there may not be anybody left to revoke it by the time Cersei's done with King's Landing.
Sansa's big part in all of this may just be keeping LIttlefinger in line and/or preventing him from interfering with Jon Snow.
And I would be shocked if he hurts Sansa (unless she just completely rejects him).