Answer
Óscar Tabárez never won the Copa América with Uruguay. He was the coach of Uruguay's national team from 1988 to 1990 and again from 2006 to 2021, but Uruguay did not win the Copa América during his tenures. The last time Uruguay won the Copa América was in 2011 under the coaching of Óscar Washington Tabárez's predecessor, Óscar Washignton Tabarez.