Sentence 1: oh we thought we were going to be pretty tight with Christmas this past year

Sentence 2: Christmas is always a waste of money.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: Thirty years ago, ABC would not televise Abbie Hoffman's American flag shirt on the Dick Cavett Show ; last week it was available at a street fair in my neighborhood in the form of silk underwear.

Sentence 2: The Abbie Hoffman's American flag shirt gained popularity in the last ten years.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Before graduating from Loyola Law School in 1993, Zucker interviewed with a prestigious Santa Monica law firm and deftly matched wits with the partners over lunch at an upscale restaurant.

Sentence 2: Zucker worked as in house counsel.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell