Premise:
"Wouldn't you love to be a fly on the wall when these pieces get assigned?"
Hypothesis: Nobody wants to see the pieces get assigned.

no

Premise:
"no i'm pretty familiar with with Dunleavy because he was an assistant at Milwaukee"
Hypothesis: Dunleavy was an assistant at Milwaukee.

yes

Premise:
"Other, more challenging choices, for which you should enlist the help of a guide, take you up to Mount Perdah (1,576 m/5,169 ft), Mount Jasar (1,696 m/5,562 ft), and Mount Beremban (1,841 m/6,040 ft)."
Hypothesis: More challenging choices require a guide.
yes