Calcification of the posterior portion of the calcaneus has numerous terms that refer to this pathology. Given the number of names, there can be confusion when discussing the different pathologies involving calcification at the insertion of the Achilles tendon at the calcaneus. Two of the diagnosis that can be confused with each other are Haglund’s deformity and Achilles insertional calcific tendinosis. This article discusses how these 2 entities are differentiated clinically and how their surgical management is different.