Sentence 1: 3) So when will he lay out his positions?

Sentence 2: They wanted to know when he would lay out the position.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: Single people fear they're going to die alone--unloved and unloving.

Sentence 2: Single people fear they'll never find anyone to marry and have a family with.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: The insurrection was quashed and its leaders executed, but the king got the message.

Sentence 2: The king was not overthrown, but changed his ways.
Is this second sentence entailed by the first?

Answer:
yes