Born in Santa Marta, Jorge Bolaño followed in the footsteps of his father, Óscar Bolaño, a Junior idol himself. Jorge debuted professionally with Junior in 1993 and quickly became integral to the team, securing the 1995 championship alongside legends like Carlos 'El Pibe' Valderrama and Iván René Valenciano.
His performances earned him a national team call-up in 1995 and a spot in the 1998 World Cup squad. A standout moment, albeit controversial, came during the 1999 Copa América quarter-final against Chile, where he scored before being substituted at halftime in a match Colombia eventually lost.
This led to a significant move to Europe in 1999, joining Italian side Parma. He spent seven seasons there, making 128 appearances and winning the Coppa Italia in 2002. Spells at Sampdoria, Lecce, and Modena followed before he returned to Colombia to finish his playing career with Cúcuta Deportivo in 2012.
Post-retirement, Bolaño remained involved in football, serving as an assistant coach for Uniautónoma FC and the Colombia U-17 national team. He also appeared as a panelist on sports programs. He had shown no prior signs of health issues and had recently shared a video showcasing his enduring football skills.
A poignant coincidence occurred as the news of his death broke during the Junior vs. Medellín match, where current Junior players performed a goal celebration famously associated with Bolaño and his 90s teammates.