Sentence 1: i've enjoyed speaking with you

Sentence 2: It has been a while since we last spoke.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: yeah i don't even think that will help right now because you never know who's on whose side and they're worried about that and they could get over there and change their mind or something you know who knows

Sentence 2: I don't think that will help at the moment, it's hard to work out who is on each side, they worry about it and could change their mind
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: Bush won solidly but not overwhelmingly enough to send other candidates packing.

Sentence 2: The other candidates had not raised as much money as Bush.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell