The Los Angeles Angels have made the playoffs once during the Mike Trout era. That would be 2014, when they were swept in three games in their American League Division Series with the Kansas City Royals.
Other than that, the best player on the planet hasn't tasted postseason baseball. If the Angels don't do something drastic this offseason and vault onto the October stage, their futility could cost them dearly.
It could cost them Trout.
Trout's contract runs through 2020. After that, he can test free agency. Bryce Harper and/or Manny Machado may set records in free agency this winter and could even eclipse the $400 million mark.