Well, for starters he'll have to get no fewer than 3 Apple products, preferably an iPhone, iMac and iPad. All must be the latest version of each. And in his contract will be a stipulation for 2 days off immediately prior to any new Apple product release so he can camp out in line. And an additional day after product release so that he can spend all day on the phone with AT&T/Verizon support trying to get their product activated.
He can use these 3 days off to start growing his hipster beard and to start a blog on obscure bands that no one has ever heard of...