This paper deals with triple challenges confronted by Guinea- Conakry versus the Western Capitalist and Eastern Communist Struggles in the context of colonial and neo-colonial interests in a strategic African country with full accessibilities in the Atlantic Ocean. The principle actors in such an exploitative operations includes the British, French, Americans and the Soviet Union. In fact, lucrative commercial activities conducted in this region of West Africa acted as one of the most important factor which attracted Whites immigrants into the country which later witnessed serious challenges in the hands of French diplomatic agents in the wake of African Nationalism and the desired for self-determination whose independence was declared by its famous political elite known as Sékou Touré in 1958 as the first President of the Republic of Guinea. This was not the end of Western manipulation and hiding operations in the peak of the Cold War conflicts with targeted interests which once more set the new leader into mixing Capitalist-Communist ideologies while gaining much international recognition as one of African despot until his death in 1984.The scrutiny of specialized sources and government documents online pertaining to those challenges enable us to use a historical analytical approach to come out with our findings. That the geo-strategic and geo-political position of the country and its natural resources kept both camps in the Cold War busy to make their presence felt by the 26 year pioneer President after the pre-mature departure of the French colonial agents with the famous “No” of Touré.