Sentence 1: Do you always carry it him with you? inquired Tommy with burning curiosity.

Sentence 2: Tommy didn't care if he knew or not.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: Listen as he would, Tommy could only catch a word here and there; but the gist of it seemed to be some directions or orders which the big man was impressing on his companion, and with which the latter seemed from time to time to disagree.

Sentence 2: Listening close by the man was hoping he would not be ordered around next.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: These challenges included (1) initially establishing and maintaining trust relationships, (2) developing agreements on the use and protection of shared information, (3) obtaining adequate funding, (4) developing and retaining a membership base, and (5) developing and maintaining an organization staff with appropriate skills.

Sentence 2: There are only four important challenges included.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell