In this chapter, we discuss some of the challenges to resilience utilizing a conceptual framework (Adaptive Resilience & Community Capital Framework) that includes several elements essential to disaster resilience. We build on the Adaptive Resilience & Community Capital framework by providing a detailed analysis of the emergency managers and other non-profi t and community group responses with regards to what they perceived to be obstacles to resilience, particularly issues relating to apathy and complacency, communication issues, and funding, among others. In all, increasing a community's resilience capability consists of a variety of aspects such as socioeconomic, complacency, shifting demographics and resources in terms of shelters and facilities. To overcome these barriers, attention must be given to the nuances of a community, including communication issues, seasonal residents, mistrust of the government, and its collective capital. Furthermore, communication and coordination among agencies is a critical aspect to disaster resilience.In the last chapter we discussed context, disturbances, capacity, and sensitivity as key elements for disaster resilience. In addition, we identifi ed and discussed preparedness, bouncing back, and recovery as key factors in the defi nition of resilience among emergency management personnel. Yet, as witnessed in our discussion of all the factors identifi ed in both national (National Academy of Sciences (NAS), Disaster resilience: a national imperative. The National Academies Press, Washington, DC, 2012) and international (Combaz E, Disaster resilience: topic guide. GSDRC, University of Birmingham, Birmingham, 2014) frameworks, there are several outstanding issues considered as challenges or roadblocks to the path of resilience (see Fig. 6.1 , a conceptual map including several elements essential to disaster resilience for both rural and urban communities).