1988: Played three games for Hawthorn before retiring.
1998: After forging a successful career in business, was appointed CEO of the AFL Players' Association. Restructures the organisation, which achieved 100 per cent membership for the first time.
1998: Negotiated a new collective bargaining agreement with the AFL (1998-2003), achieving for the players fair terms and an equitable share of the game's revenue.
2000: Arrived at AFL House as general manager of football operations, holding the position from May 2000 to September 2003.
2003: Appointed AFL CEO in September 2003, replacing Wayne Jackson.
2005: Negotiated a record-breaking TV rights deal worth $780m
2005: Introduced sweeping changes to the AFL Tribunal, introducing a grading system for offences through the Match Review Panel.
2005: Said the Sydney Swans play "unattractive" football under coach Paul Roos. The Swans would go on to win the premiership.
2007: Offers North Melbourne the opportunity to wipe out its debt and relocate to the Gold Coast. The Kangaroos reject the deal in the absence of a signed stadium agreement.
2008: AFL launches a future fund to underpin the fundamentals of the game for the long term.
2009: Granted a provisional license for Gold Coast to have its own AFL team, commencing in 2011.
2010: Greater Western Sydney officially awarded the 18th AFL licence.
2011: Negotiated a record-breaking $1.25 billion TV rights deal for 2012-16. Fans in every state in Australia able to watch games on free to air, pay TV, tablet devices, mobile phones and Telstra T-Box.
2011: Gold Coast plays its first game in the AFL, against Carlton at the Gabba.
2011: Demetriou brokers an agreement to bring AFL football back to the redeveloped Adelaide Oval from 2014 in a $535 million deal. He calls the deal, considering the history of antipathy between cricket and football in South Australia, perhaps his best achievement.
2012: Greater Western Sydney plays its first game in the AFL, against the Sydney Swans at ANZ Stadium.
2012: Was widely criticised for taking a seven-week, long-service leave during the middle of the AFL season, including a visit to the London Olympics.
2013: Spends most of the year immersed in the Essendon supplements scandal. ASADA and the AFL undertake a joint investigation. Tensions between Demetriou and Essendon coach James Hird rise to the surface towards the end of the year, ahead of a negotiated outcome between Essendon, Hird and the AFL.
2013: St Kilda and the Sydney Swans play on Anzac Day in New Zealand, the first game played for premiership points outside Australia.
2013: Was in the frame to be the new worldwide head of the ATP Tour, the roof body for men's professional tennis and also expressed a desire to join the board of Crown Resorts.
2014: Announces he will step down as AFL chief executive by the end of the season. Says he is keen to keep working and to explore new opportunities.
Below: Andrew Demetriou and former CEO Wayne Jackson in 2003. Picture: AFL Media.