I'd say it happened at the point where the iPod gained mass-market dominance. It's hard to be cool when you're a market leader, and Apple first rose to market-l

I'd say it happened at the point where the iPod gained mass-market dominance. It's hard to be cool when you're a market leader, and Apple first rose to market-leader-status with the iPod. Everything else - the iPhone, the iPad, the increased popularity of Mac and OSX - follows from that.