Sentence 1: Before then, despite the peninsula's obvious geographical unity bounded by the Alps and the Mediterranean, its story is a fragmented tale of independent-minded cities, regions, and islands and the outside powers who coveted them.

Sentence 2: The peninsula contains a large amount of independent-minded cities.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: well good deal what do y'all think of Sam

Sentence 2: Bad deal I think we should fire Sam.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: This concerned a federal investigation into whether Giuliani was improperly denying benefits for some recipients.

Sentence 2: There was no federal investigation concerning the propriety of Giuliani refusing to give benefits to certain recipients.
Is this second sentence entailed by the first?

Answer:
no