The most critical and crucial highway that connects the two divisions of Jammu and Kashmir almost invariably and perennially falls victim to the inclement and harsh weather that defines Kashmir and its environs during winter. The result is misery for the travelers on the highway and immense problems for the people of the region. The former because hundreds if not thousands remain stranded on the highway and the latter because essential supplies and even services get affected thereby impacting the tenor and tone of life in the region. The question that this raises is why, if it is known, that bad weather will affect the highway , are not pre emptive measures taken to obviate this perennial problem? One speculative reason is the chalta hai attitude that defines most here. That is, the highway problem is seen as one that is difficult to resolve and that things will pass and the problem resolved automatically. The other is mismanagement. Because there are layers of management involved and that these layers do not speak to each other, an extant problem gets compounded manifold. Yet, again the victims are the people. All this is not to suggest that the highway problem is an easy one to solve. No. It is not. Besides the inclement weather, there is the issue of difficult and hard terrain. Shooting stones, landslides, or avalanches are other issues over which there really is no pre emptive control. These particular issues can neither be foretold nor anticipated but only dealt with, after they happen or occur. However, despite these natural and manmade obstacles, in this day and age which is the age of technology; there are many problems that can be dealt with on a pre emptive basis. For example, weather advisories and weather portals, even though not always accurate , can help prepare both real time and contingent plans to deal with issues of smooth transport and commute on the highway. These advisories and reports can be complemented by a data driven or data analytics approach to get a reasonably robust ides of conditions, real and potential , on the highway. Action can then be taken accordingly. These prescription and suggestions are not futuristic but employed on a quotidian basis across the world. The actual problem is of inertia and the structural inability to anticipate problems and issues and then proactive measures to deal with these. Can these ever be obviated? This is and remains a million dollar question!