Complex sentence: At his retirement, he ranked eighteenth in the history of baseball for left-handed relief appearances, and had pitched longer in the Major Leagues than any pitcher in Gator history with almost twice as many appearances as the next closest.
Split into simpler sentences: At his retirement, he ranked eighteenth in the history of baseball for left-handed relief appearances. By the end of his Major League career, Murphy had pitched longer in the Major Leagues than any pitcher in Gator history with almost twice as many appearances as the next closest.