Sentence 1: I'm sure, go have fun, said Jon, answering her unspoken question.

Sentence 2: Jon had to tell her that she wasn't allowed to go.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: Third, how rigorous and defensible would customer-specific costs have to be in order to qualify as an acceptable base for a contract, and would the costing receive review by any outside party?

Sentence 2: They don't know if an outside party would cost a lot.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Ironically, just a few yards from here, in the midst of all the Arab hubbub and bustle, you'll find a famous, marvellously peaceful Christian site.

Sentence 2: The nearest Christian church is miles from all this Arab hubbub.
Is this second sentence entailed by the first?

Answer:
no