Sentence 1: that's uh there're a lot of people who really run my boss drives quite a ways to work and he's got just enormous debts and he's uh but i mean what do you say it's like shucks boss i'm sure sorry you've got all that debt well he's had had two kids in college and and this kind of thing and that

Sentence 2: My boss has two kids in college and a lot of debt to pay.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: i think i did vote for her as a matter of fact i'm pretty sure i did

Sentence 2: I did not vote at all that time.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: uh-huh yeah so it it's basically a bunch of small towns anyway kind of quaint little towns but they don't have a whole lot there

Sentence 2: the small towns are mostly located in the mountains
Is this second sentence entailed by the first?

Answer:
it is not possible to tell