Sentence 1: He makes it sound as if Bush has no more responsibility for what he says in a speech than Tom Brokaw does for a report he delivers on the nightly news.

Sentence 2: Tom Brokaw has no responsibility for what is reported on the news.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: This exhibit, bankrolled by Steven Spielberg and Sharon Stone, is judged to be of greater historical than artistic merit.

Sentence 2: Sharon Stone and Steven Spielberg were a great pair.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Hope the young lady's keeping well, sir?

Sentence 2: I hope your boy is doing well too.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell