Increasing dynamics and complexity of the operational environment will have a serious impact on the human performance in various decision-making tasks, which were intuitively solved in the past with vast application of the human experience and estimation. The paper deals with the problem of the area ground observation optimization, which is very common in the wide set of observation tasks and its automation by the UGV’s or other assets. The problem is defined as a minimization of the observation point count within selected area to cover (by observation) the maximum of the target area. The problem solution complexity depends on variety of other assumptions, especially if we consider the observation point in other “tactical” ways, particularly the observation point carry other attributes which plays the role in the chaining of these points within a reconnaissance path.