Smiley was a two time All-Star: as a Pirate in , a season in which Smiley led the National League with twenty wins and finished third in the Cy Young Award balloting; and in with the Reds, a season in which he had twelve wins and five losses. In August 1995, Smiley surrendered a home run to Braves pitcher Tom Glavine — the only homer Glavine has hit in his major league career to date. Smiley suffered a career-ending injury while warming up for a start in 1997 shortly after he was traded to the Indians by the Reds.