Eddie McGuire will stand down as Collingwood president at the end of 2021, announcing the shock move at the Magpies' members forum on Monday night.
McGuire, who took over the Magpies' presidency in 1998 and has held the position for an uninterrupted 22 years, was reportedly emotional as he shared the decision with members.
The 56-year-old became Collingwood president on his 34th birthday and has been synonymous with the club given his high-profile media roles and passion for the black and white.
His achievements include the development of Collingwood's modern training base in Melbourne's Olympic Park precinct, and five Grand Final appearances, including the 2010 premiership.
He was instrumental in the poaching of West Coast coach Mick Malthouse ahead of the 2000 season, marking a turning point for the Magpies, who collected the wooden spoon in 1999.
Malthouse led the team to losing Grand Final appearances in 2002 and 2003 before the 2010 premiership and another losing decider in 2011.
McGuire orchestrated the coaching handover from Malthouse to former captain Nathan Buckley ahead of the 2012 season, with Buckley leading the club to the 2018 Grand Final.
The Magpies also shifted from their spiritual home at Victoria Park under McGuire's presidency.
The president combined his club role with high-profile media positions through his tenure.
He was chief executive of Nine News Australia for 18 months in 2006-07 before returning to on-camera roles with the network, where he experienced great success as a presenter.