A cutting insert having a base portion structured to be coupled to a tool body, the base portion having a leading end, a trailing end, and a mounting face extending therebetween. A number of cutting portions extend from the base portion opposite the mounting face. Each cutting portion of the number of cutting portions includes a cutting face disposed adjacent the leading end of the base. The cutting face having an angled portion disposed at a first angle with respect to a reference plane oriented parallel to the leading end and perpendicular to the mounting face. The cutting face also having a curved portion disposed between the angled portion and the base portion.