I'm not doubting his acumen, it's clear he's a great businessman. I think the dissonance is that "leading an app" implies (to me) a more internally facing set

I'm not doubting his acumen, it's clear he's a great businessman. I think the dissonance is that "leading an app" implies (to me) a more internally facing set of responsibilities than the kind of brand-building and collaboration I associate Jay with. Then again, maybe this is the strategic perspective that Jack believes these apps need. Candidly, I'm also just chuckling at how some set of folks at Square are probably wondering to themselves "...is Jay-Z going to be my manager?"