The focus of this discussion paper is to challenge the economic, socio-cultural, and environmental sustainability of our communities. For example, we need to plan the effects of an evolving digital and technological economy and think about how we create an environment conducive to change, one that engages more stakeholders in the effort. We need to think about the changing demographics of our cities and the global changes that continue to affect us, with a view to find solutions for new or improved directions. We need to think innovatively about old paradigms (such as current silos of activity, or supply chains) and innovate new pathways aligned with the new digital economy. We need to gather solutions quickly and develop a culture of change in our communities. Corporations live much shorter lives. Technologies create inflection points all over the place. We are pressed against a highly competitive environment. And we need sustainable actions.