4. Game 6 of the 2013 NLCS
This was the start of "playoff Kershaw" becoming a thing. While Kershaw had some less-than-ideal outings against the Philadelphia Phillies years earlier, he was not yet established in the league and it was not as big of a mark on his track record.
The Dodgers went into Busch Stadium needing to get a win. After winning Game 5 to extend the series, Los Angeles had a real chance to stretch the series to a pivotal Game 7, where anything could have happened.
Kershaw lost a 1-0 pitcher's duel against Lance Lynn in Game 2 of that series that obviously was not his fault. His offense yet again failed to score a run with him on the mound but that was not the takeaway from Game 6. Instead, it was Kershaw's first real playoff mishap.
Kershaw allowed seven runs in only four innings pitched. After a clean first two innings, Kershaw had the chance to get out of the third inning with only one run scored. Instead, he allowed a two-strike RBI single to Yadier Molina and allowed two more singles and two walks with two outs to make it 3-0.
That was still striking range for the Dodgers. Unfortunately, Kershaw would allow three straight hits to start the fourth and was pulled. His bullpen could not relieve him and he finished the night with seven runs allowed.