A locking pin assembly for securing a wear member to a support structure may include a body portion and may include a shaft member partially disposed within and extending from the body portion and rotatable between a first position that mechanically inhibits removal of a ground engaging member from a support structure and a second position that permits removal of the ground engaging member from the support structure. A wear member for receiving a locking pin assembly may include a bore extending laterally through the bore member with a proximal opening and a distal opening, an installation ramp and a removal ramp may be disposed at the proximal opening for engaging a tang of a shaft member of the locking pin assembly.