Abstract: Since its accession to the Indian union, Jammu and Kashmir is facing several inter –state and intra –state upheavals. As an enduring inter –state problem between India and Pakistan, Jammu and Kashmir attracted enormous international attention but comparatively its intra - state hostility got a lesser notice. This article, dealing with the historic debate of politics of regionalism, explores the Kashmir centric leadership and New Delhi’s calculated denial of Jammu and Ladakh regions genuine demands. This article argues that both governments approach of denial is the major reason behind Jammu and Kashmir prolonging intra – state dispute which, through, the internal chaos , has maintained the cycle of unbridgeable “regional paradox” . In this context, it examines that calculated rifts have been institutionalized in Jammu and Kashmir political system which constantly guides crises to recur. This discussion re- examines Jammu regional problem based on the historical record.