Sentence 1: it didn't help any to share

Sentence 2: It helped not to share at all.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Once again, Richard has a rosy story.

Sentence 2: Richard has not had a rosy story before.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: and you got to have your cranberry sauce now i like jellied kind

Sentence 2: You have to have the jellied cranberry sauce.
Is this second sentence entailed by the first?

Answer:
yes