Complex sentence: In each of his first three seasons, Matheny led the club to at least 88 wins and a playoff and National League Championship Series (NLCS) appearance, becoming the fifth manager in MLB history to do so.
Split into simpler sentences: In each of his first three seasons, Matheny led the club to at least 88 wins and the postseason. He also led the Cardinals to the National League Championship Series each time, becoming the fifth manager in MLB history to do so.