What am I supposed to say to The Jake when I first meet him

Hint 1 of 14:

There are a few possibilities that will get you where you want to be.

Hint 2 of 14:

However, if you're not willing to try a few of them out, here's one:

Hint 3 of 14:

The number of each choice is given, along with a paraphrasing of the text.

Hint 4 of 14:

1) Say you're looking for the Jake.

Hint 5 of 14:

2) A friend of his is in trouble.

Hint 6 of 14:

3) He has one less friend.

Hint 7 of 14:

3) ...what's left of her.

Hint 8 of 14:

2) He has one less friend (again).

Hint 9 of 14:

Now give him the picture of Chandra.

Hint 10 of 14:

3) You're sorry.