What on earth does this mean? I thought the ashton kutcher meme was simply down to his meteoric popularity on twitter, but this implies that there is something startup-specific about it.
I don't know who his tech handler may be (if any) but they get him exposed to some very interesting projects, and I think that he has made some great choices on his investments. Further, his lending of some of his celebrity to (twitter and otherwise) is a good thing for those that he invests in.
I can say, that if I were in his shoes, I would be doing exactly what he has done -- take the money made in his industry and invest heavily in tech.
In fact, based on his broad range of exposure alone, I would be very interested in his opinion as an angel investor in my projects as I do think he has a pulse on contemporary tech and how well it could be adopted.
Whether that is due to his own acumen, or that of some staff of tech advisory (or just friends) that introduce and connect him to deals is unknown.