One is the friendly Boss who's hanging out with the crew, having fun, defending their own, living at large. It almost seems like the Boss is two characters. When Julius calls the Boss a sociopath, I was thinking the same thing.

I think the SR2 Revelation mission shows it perfectly - the Boss rejects what Julius was trying to say and replies all they care about is rising to the top. And the get rid of Kilbane option would have fit in with SR1 and 2, where the Boss was pretty goddamn ruthless. Save Shaundi is a lot more in line with SR3 - the Boss already went to save Shaundi once & brought 2 friends to helpout. I dunno if you can say that last choice has a correct ending. But his lines are different depending on the voice you choose and even though I haven't fully played through as any other character, it kinda seemed like the personalities change depending on the voice. I guess i'm not the only one to notice that this boss a lot more easygoing than in SR2. IMO The Kill Killbane endings feels more like a Saints Row 1 / 2 ending as it's more serious and the Boss acts more like the way he did in previous Saints Row games while in The Third he seemed somewhat cheesy and more caring. I must say sving Shaundi in the ending seems more like a real Saints Row 3 ending, because all of the hilarious stuff that happens in the game and absurd themes.

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