A tip for engagement with an elongated sheath member for use in extracting an implanted structure, such as a cardiac lead, from an obstruction in a body vessel of a patient. The tip includes a tip body having a smaller diameter proximal end and a larger diameter distal end. The smaller diameter proximal end of the tip is sized for engagement with an inner surface of the distal end of the sheath member. The larger diameter distal end of the tip includes at least one element disposed along at least a portion of the outer surface of the tip body distal end. The element has a shape configured for cutting and/or disrupting the lead from the obstruction.