I just bought level 3 Leadership, and I'm trying to get my chief to point out a rare collectible. Where is the top of the path? And when she's pointing it out, will her action thing say so?

The top of the path is by the door/doorframe. The chief's action will be "pointing out a rare collectible" and she will point and a rainbow will appear over her head. Be sure not to pause the game, otherwise the rare collectible will NOT appear.

The top of the path is by the doorway and the statue. If you watch your chief, it will say looking for rare collectables (or something like that). You will see them spin in circles and then stop and point... Now the thing to keep in mind is that the collectable will probably not be where the chief is pointing but it should be somewhere on the island.