Back in 1989, world No. 5 Andre Agassi reached the biggest final of his career at the Italian Open. The 19-year-old, who didn't drop a set on his way to the championship match, fell in five sets to Alberto Mancini of Argentina.
After that loss, Agassi's results in Rome were somewhat spotty over the next decade, as well as his participation in the tournament. From 1991 to 2001, the American only played at the fabled clay-court tournament five times, with losses to the likes of Eric Jelen, Stefano Pescosolido and Alex Catravela over that time. Even in 1999, the year he would go on to win the French Open, Agassi fell to the serve-and-volleyer Patrick Rafter in straight sets.
In 2002, injury forced Agassi to miss the Australian Open, causing him to take a slight dip in the rankings as he was the defending champion. Upon his return, though, he didn't miss a beat as he reached the final in three of his first four tournaments, winning two of them, including the Masters title in Miami.