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It's just a nickname that [professional skateboarder] came up with. I guess growing up watching mob movies and mob documentaries, there's always like has to be a boss. I had a Cadillac, it was just little stuff. I had an apartment; Jim was like, "He's the Boss". That's it. And then he just kind of stuck with it after that. I don't take part in it. I don't go around [saying] "I'm the Boss", you know? I don't care, whatever.

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[On Boss character] “The first one I did was The Boss because my cousin is Snoop Dogg” Banks said. “I remember at 16 years old going to WrestleMania in Orlando with him and him doing rehearsals and I’m walking down the ramp with him behind him and I see all the girls. I get to see all these friggin’ women that I get to watch every single week and I’m like ‘I am going to be walking down this stage one day, and I gotta do it like Snoop Dogg.’ Everybody around him calls him The Boss, so I’m like that’s a good character, let me take that and turn it up. “I’m the baddest, I’m the greatest, I’m The Boss of NXT. I tried it in promo class, everyone sh** on it except for Dusty Rhodes. Nobody got it, no one understood it except for Dusty. He’s like ‘That’s what I wanted. Keep on coming back every single week and doing that and that’s the sassy Sasha I’ve been dreaming and seeing and wanting you to be.’ It’s so crazy.”

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I'm the President, but he's The Boss.

“A skateboard life is a marathon not a sprint. Don’t come to Burnside thinking that you own the place when you never lifted a shovel, never picked up trash, never cleaned a poop out of the bowl. Just ‘cause you skate “good” doesn’t mean you’re a good skater. This is not Hollywood. You’re not a star, just a skater like everyone else. True skaters don’t skate for the mag. True skaters don’t skate for a pat on the back. True skaters skate for themselves. Fuck the system, we don’t skate for them. We skate for us. Don’t stop looking for new skate spots.” - Pool Dust #31

"If the Q-Man is president, I say we have a skate bowl at every school. We need to give kids an alternative sport. Dude, you know what I mean? I tried to play that baseball do the football, they were all like Quirk you're not good enough, oh you play the 5th quarter. But you know, I found skateboarding, I'm like dude this is like I don't need a judge or the boss or the coach..." . - Fruit Of The Vine video, 2000

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"It all began, as I have said, when the Boss, sitting in the black Cadillac which sped through the night, said to me (to Me who was what Jack Burden, the student of history, had grown up to be) "There is always something."
And I said, "Maybe not on the Judge."
And he said, "Man is conceived in sin and born in corruption and he passeth from the stink of the didie to the stench of the shroud. There is always something.

I went through a period where I was just the boss' daughter for a long time, yet my brother didn't have that stigma of being just the boss' son. And it pissed me off. That's when I became more aware of what and how I was projecting things,

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"In most cases being a good boss means hiring talented people and then getting out of their way. [...] Contrary to what I believed as a little girl, being the boss almost never involves marching around, waving your arms, and chanting, "I am the boss! I am the boss!

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