The most attractive startups are those that have counterintuitive behavior plus traction. These ideas often develop at the seam between "natives" and "immigrants". Instagram-natives are likely to see a new retail space or ecomm brand differently than those who aren't exposed to the same thousands of pictures.
As a new technological age begins, strong and weak technologies often arrive together. The weak version of a technology is usually the more plausible, "immigrant" version. The stronger version will sound better to natives. Next time you hear an idea that sounds dumb, ask yourself — is it really dumb, or am I just getting old?
Among the biggest wins in the past few years are:. An app that lets you get into strangers' cars. A site that allows you to watch video games, but not play them.