Becoming president of school clubs isn't entitlement. What I mean is that the culture around leadership positions in high school incubates the attitudes that Michael was complaining about. Some students do legitimately learn a lot being the president of a high school club and are able to do good stuff with it. Many students, though, just run for the resume item, to help themselves rather than really to serve the organization and help it do interesting things. And because of the way our culture treats leadership, as if it were something that can exist without context, that becomes part of their identity. They've been the "leaders" of organizations all their life (which in some cases involves little more than organizing social events), they've gone to these fancy schools, and now, as a result, they ought to be in charge later in life, because that's who they are and because Harvard doesn't train followers, it trains leaders. But just because someone is the president of a social club or an a capella group in college (not to say that this is not a worthwhile thing to do), it doesn't give them any more right or qualification to be the leader of a law firm, or an engineering firm, or an advocacy group, or a theatre troupe. Leadership isn't a single skill or quality; it exists entirely within a context.
I don't have any problem with club presidents in general. I do have a problem with some of the ideas U.S. culture (or at least middle class upward-aspiring culture) has about leadership, and I think those attitudes do lead to a destructive form of entitlement.