Sentence 1: Es Cale's tiny harbour dates from Roman times, when it was Formentera's only port.

Sentence 2: The small harbour is ancient and was Formentera's only port during Roman times.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: The Wall Street Journal predicted that the spat will blow over when Lee steps down in eight months.

Sentence 2: Lee is not happy about having to step down.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: yeah they used to have and what do they i don't know what the percentage is now they used to be taxed thirty percent

Sentence 2: People were relieved to know that the tax rate was going down.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell