Sentence 1: and uh he had put Doug Flutie in

Sentence 2: He sat Flutie out.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: In the succeeding months, these attorneys worked with representatives of the Greater Wenatchee Housing Authority, the state Office of Community Development, Chelan County, the City of East Wenatchee, state legislators, Jennings and others to secure funding and find a solution.

Sentence 2: These attorneys worked with multiple departments and agencies to get funding.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: A little gum from the envelopes helped me to stick the latter up again.

Sentence 2: One would not have been able to tell that the envelopes had been opened before.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell