Sentence 1: While less than the $1,000,000 sought by the governor, it is a start.

Sentence 2: There is no money.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: and my wife painted those the insides of those dark blue

Sentence 2: My wife painted the inside of the eggshells dark blue.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: You deny having ordered a black beard from Parkson's on June 29th?

Sentence 2: You say you have never ordered anything from Parkson's?
Is this second sentence entailed by the first?

Answer:
it is not possible to tell