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Three years prior to the Twins winning the World Series in 1987, the American League West was also very weak and, in fact, weaker than in 1987.
The Kansas City Royals won the division with a record of 84-78, the only team that had a record that was above .500 in the seven team division (the Twins and then-named California Angels both had records of an even .500).
In addition, the entire division had a negative run differential, as the Twins and Angels had run differentials of -2 and -1. However, the Royals run differential was -13.
The team was lead, on the pitching front, by none other than current Rockies manager Bud Black, as he went 17-12 with a 3.12 ERA in 35 starts and 257 innings pitched in the regular season.
Offensively, they were lead by future Hall of Famer George Brett, who had an injury plagued season but still had an OPS+ of 121.
The Royals, however, were quickly dispatched by the 108-win, eventual World Champion Detroit Tigers in three games (this was the final season that the League Championship Series was the best of five games).
It should be noted that there are two teams that just barely did not make this small club.
2016 Texas Rangers: 95-67 record, +8 run differential.
2014 St. Louis Cardinals: 90-72 record, +16 run differential.
This shows that there is precedent of what the Rockies are currently doing has happened and even a team (the 1987 Twins) ended up winning the World Series and another team even involved Bud Black.
It may be rare but it can be done.