A sixty-year-old male jogger with no history of trauma developed gradual pain on the lateral aspect of the foot. He stopped jogging as a result. Upon physical examination, localized tenderness was found over the lateral aspect of the foot. It worsened with inversion that generating peroneal stretching and with palpation over the groove of the peroneus longus tendon. Computerized Tomography (CT) revealed a hypertrophic peroneal tubercle and in sagital plane saw the enlarged peroneal tubercle and the thickened peroneus longus compared to the other healthy calcaneous. Conservative treatment resulted in no improvement. Surgical exposure of the lateral ankle disclosed a partial longitudinal tear of the peroneus longus over the enlarged tubercle. Excision of the tubercle was performed followed by suture of the peroneus longus. We noted an anomaly of the peroneus brevis, which was inserted to the peroneal tubercle. Postoperative management included immediate full weight bearing and initiation of physiotherapy 3 weeks after surgery. He returned to jogging only a few weeks later.