Complex sentence: In the final stages of the season, Gaudette managed to assist the club in remaining at the top of the standings and on September 19, won the club's first Commissioners Cup since their creation, and clinching first place in the league's regular season standings.
Split into simpler sentences: In the final stages of the season, Gaudette managed to assist the club in remaining at the top of the standings. On September 19, Puerto Rico won the club's first Commissioners Cup since their creation, clinching first place in the league's regular season standings.