Justlike in the past,when in 2007,theASEANcelebrated four decades of existence, it is now faced with the question of whether the organization needs to revisitits core fundamentals, particularly related to non-interference in internal matters of member countries and decision-making through consensus building. A few new questions have been raised related to the functioning of the ASEAN, given the fact that it is celebrating its five and a half decades of existence and it is seen as one of the examples where an organization that was built on ideological lines has transcended to become an all-encompassing regional organization. New countries such as Timor Leste arewaiting for membership in the organization, and there is acknowledgement that this organization has the potential to resolve issues related to the region. There have been concerns raised with regard to the functioning of associate organizations ofthe ASEAN. These organizations need to revisittheir agendas and mandates instead of duplicating efforts. These ASEAN-centered organizations germinated out of the sheer necessity to address specific challenges such as defense, maritime security, and preventive diplomacy.Over a period of time, new formal and informal institutions such as the East Asia Summit and the Asia-Pacific Economic Cooperation have also dominated the strategic space. This paper highlights the core concerns related to the regional challenges and how the organization is looking for a future blueprint to stay relevant while accommodating intrinsic fault lines between old and new members