Sentence 1: you know it does it gets cold enough in the winter to where you

Sentence 2: It doesn't ever get cold.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: It has made standard--even admired--measures that ought to be intolerable in a democracy.

Sentence 2: Measures that should be intolerable in a democracy have been made standard by it.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: If nothing else, it adds a timely new dimension to the hortatory reminder It's the economy, stupid.

Sentence 2: It has to do with the economy.
Is this second sentence entailed by the first?

Answer:
yes