A prolific goalscorer, Chiesa was considered one of the most exciting and dynamic strikers in Italy during the mid-’90s. A quick, strong, hardworking, and elegant player, he was mainly deployed in a central role as a main striker throughout his career, but he could also play off of another forward as a supporting forward or on the wing, due to his vision, versatility, good technique, and tactical intelligence. Possessing pace, good offensive movement, and a powerful and accurate shot with either foot, he excelled during counter-attacks, and was known for his ability to make attacking runs into the area, and quickly strike the ball first time while on the run; he was also equally known for his ability to score with powerful strikes from free-kicks. Fabio Capello described him as a complete forward, and a cross between Gigi Riva and Paolo Rossi, due to his opportunism, anticipation, and excellent striking ability, which enabled him to excel acrobatically in the air, and execute spectacular volleys. In addition to his goalscoring ability as a footballer, he was also known for his dedication, professionalism and his correct behaviour on the pitch, although, despite his reputation, his career was affected by several injuries. After several great seasons with Siena, despite a very poor 2006–07 season in which Chiesa was not able to score a single goal in Serie A, he was backed by the club and new trainer Andrea Mandorlini, who explicitly stated that he felt that Chiesa was still important to the team, and that he expected at least 15 goals from him in their 2007–08 Serie A campaign. However, he played only twice, scoring no goals once again, before he was signed by Figline of the Lega Pro Second Division. He scored five goals with Figline, thus giving his contribution to the team’s promotion to the Lega Pro Prima Divisione. In the following season, his last as a footballer, he played a limited number of games due to suffering a fractured leg, an injury which forced him to stay out of contention for most of the season. In June 2010 it was announced that Chiesa was appointed the new head coach of Figline for the 2010–11 season. The experience however lasted a very short time, as Figline was excluded from the Italian leagues in July. Chiesa’s son, Federico, is also a footballer, who currently plays as a forward and it looks like he is gonna be a talented player for the near future.