In the following article we consider factors of technical mastery of sportsmen, going in for ski-orienteering, the ways of improvement of reliability and stability while covering modern ski-courses. Here, we also systemize some possible reasons of qualified skiers-orienteers’ loosing out to competition leaders and suggest some remedies for it. Besides, we substantiate a high degree of coach-teacher’s influence over his trainee on the basis of analysis of qualitative and quantitative criteria of his work on the competitive ski-course and we mention the main directions of effective pedagogical stimulation.