"The part where he kills you" was funny with the 1-2 punch with the dialog followed by the chapter name text, but what really made the moment shine for me was the first-playthrough-only achievement popup on Xbox with the same text coming in to finish the joke.

It's one of like 2 great jokes I remember through achievements. The other was a 4th wall joke from "High on Life" where a boss taunts you by giving you an achievement for "Spending 15 hours in the Alien Strip Club" and explains that it's permanent and all your friends can see it now.