Question from Cjme1

How do I get Pit Boss?

I've tried jumping in the pit before he tries to kill you and after

Top Voted Answer

phazer answered:

Right at the start of Chapter 9, Wheatley will ask you to go back and jump into that pit. You probably have to wait for him to say that before you do so. Check this video if you're still unable to get it:
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WarioWare answered:

After you escape from the Crusher death trap at the beginning of the chapter, Wheatley will ask you come back. After you do, he'll ask you to jump into the pit. Do what he says for the achievement.
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