With their victory over the Pirates on Monday, the Chicago Cubs reached the 100-win mark in a season for the sixth time in franchise history and the first time since 1935. The Cubs have already clinched home field throughout the National League playoffs, but recent history has shown that regular-season success has not necessarily translated to playoff success.
Including the 2016 Cubs, 16 teams since 2000 have won 100 or more games in the regular season. Of the previous 15 teams, 60 percent of them (nine) failed to win a postseason series, all losing in the division series.
The 2015 St. Louis Cardinals (100 wins), 2011 Philadelphia Phillies (102), 2008 Los Angeles Angels (100), 2003 Atlanta Braves (101), 2003 San Francisco Giants (100), 2002 Oakland Athletics (103), 2002 New York Yankees (103), 2002 Braves (101) and 2001 Athletics (102) failed to win a playoff series the year they won 100 or more games.
Of the other six teams, three won their first postseason series before falling in the championship series. That list includes a couple notable teams.
The 2005 Cardinals (100) lost to the Houston Astros in six games in the final season at the old Busch Stadium.
The 2004 Yankees (101) led the Boston Red Sox three games to none in the American League Championship Series before Boston became the first team in MLB history to overcome such a deficit in a postseason series, en route to their first World Series title since 1918.
The 2001 Seattle Mariners won an MLB record-tying 116 games in the regular season. They got by the Cleveland Indians in five games in the division series before falling to the Yankees in five games in the ALCS.
Another two teams reached the World Series but failed to bring home the title. The 2004 Cardinals (105) were no match for the aforementioned Red Sox and were swept in the World Series. The previous season saw the 2003 Yankees (101) hold off the Red Sox in an all-time classic ALCS, then fall in six games to the Florida Marlins.
That leaves us with one. The only team in the 2000s that won 100 or more games in the regular season and won the World Series was the 2009 Yankees (103), who swept the Twins in the ALDS, beat the Angels in six games in the ALCS and defeated the defending champion Phillies in six games in the World Series.