Geeks Are Taking Over The World: It used to be the engineer/programmer types were behind the scenes not on magazine covers or flattering profile pieces. Not any more.
Art + Engineering = The Killer App: Jack uses the Golden Gate Bridge as a metaphor for how building in simplicity and beauty allows the mechanics of something as complex as a commuter bridge to fade away. Good design makes for pleasant and seamless ease of use-- e.g.: Twitter & Square. Steve lives on.
Hands Free Money: We are on the verge of hands free purchasing. When transactions are just taken care of it makes us feel like our life is just working. I don't think we're at the point of seamless lifestyles yet, but we're getting a taste of it- and it is nice.
We're All Merchants: The days of needing a real register and store are over. Got a phone, you're in business!
Jack might be a square but he's already contributed a huge amount to changing the way we communicate with each other and deal with money. I, myself, love Twitter and just started accepting payments with Square. Not sure NYC should rule this guy out.