The challenges of the 21st century, post-industrial society are increasingly complex. They will not be solved by the actions of individual, "heroic" leaders; instead, they require the participation of diverse stakeholders in order to make progress. Through a discussion of the evolution of leadership theory, we demonstrate that theories emerging from a post-industrial paradigm highlight the collective dimensions of leadership in contrast to the leader-centric theories of the Industrial Era. We draw from this literature to problematize the leader-centric nature of community leadership programs in the United States by specifically examining their sponsorship, content, and structure. Finally, we offer a vision for how to re-imagine community leadership programs so that they are more responsive to the complexity of the 21st century by drawing upon collective leadership and postmodern curriculum theory.