This chapter focuses on how the British government operated the National Stud in Ireland during the Irish separatist’s struggle for independence and the establishment of the Irish Free State. Focusing mainly on the role of Sir Henry Greer, the first manager of the National Stud, an Irish loyalist caught in the crossfire between those in Ireland seeking independence from the British Crown. The author explores Greer’s complex relationship with the Irish Free State government and the duality of Greer’s identity. By analysing several government documents from the Irish and British governments, the author highlights the deep mistrust between both administrations, which ultimately led to protectionist policies lasting over two decades due to the disagreement over the ownership of the National Stud. Also elaborated upon is Lord Lonsdale, more commonly known as the Yellow Earl the leaseholder of the National Stud’s thoroughbreds, and his unyielding desire to mingle with the highest echelons of society.