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For a coach in his position, the trick is to win enough in the short term to stick around to possibly see through those long-term results.

But then El Tri started to find the gaps in the defense, and a yellow card for Jamaica helped lead to Mexico’s first goal. They may have fallen short of qualifying for an October 9 rematch with the U.S. for a spot in the 2017 Confederations Cup, but they also exited the...