Sentence 1: Then you will not object to answering a few questions.

Sentence 2: We already asked you many questions in the past.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Even The Nation , famously defensive on the question of Hiss, calls the biography an honest and indispensable book that goes a long way toward restoring to Chambers an elementary human plausibility (gosh, thanks).

Sentence 2: The Nation says the book is honest.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: my wife and i were pretty heavily involved in working in his campaign it's really interesting to do it's hard work but it it's interesting to do but i haven't done any of it done any of it lately

Sentence 2: We plan to work on another campaign.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell