In a UEFA Champions League encounter, Real Madrid brace for a showdown against Serie A champions Napoli, with both teams already securing spots in the tournament's knockout stages.
Ancelotti has won the UEFA Champions League four times as a manager, doing so with AC Milan in 2003 and 2007 and then again with Real Madrid in 2014 and 2022.
He also had a successful career as player with Parma, AS Roma and AC Milan and has managed Reggiana, Parma, Juventus, AC Milan, Chelsea, Paris Saint-Germain, Real Madrid, Bayern Munich, Everton and Napoli.
Ancelotti is known for flexibility in his formations, having opted to accommodate star players wherever possible despite a personal preference for a 4-4-2 formation.
Carlo Ancelotti and AC Milan
Ancelotti moved on to AC Milan, where he was even more successful and won the league in 1987/88 and 1991/92. He was also part of the team which won back-to-back European Cups in 1988/89 and 1989/90. Ancelotti earned 26 caps for the Italy national team, scoring once.
After winding down his playing career at Milan, Ancelotti had spells managing Reggiana and Parma before taking the reins at Juventus in 1999.
Juve were fierce rivals of AC Milan, which Ancelotti viewed as his football family. According to his autobiography: "Quiet Leadership: Winning Hearts, Minds and Matches", Ancelotti found the environment at Juve far more business-like than at his beloved Rossoneri.
After his departure from Juventus in 2001, Ancelotti became manager of AC Milan, who he guided to the 2002/03 UEFA Champions League title, beating fierce rivals Inter Milan in the semi-finals and Juventus in the final.
Ancelotti then led AC Milan to the 2003/04 Serie A title and the 2004/05 UEFA Champions League final, where they infamously threw away a 3-0 lead to lose to Liverpool on penalties.
More silverware with Chelsea
Chelsea had begun to emerge as a formidable force in English - and, indeed, European - soccer in the years leading up to Ancelotti's arrival.
However, the back-to-back Premier League titles they had won under Jose Mourinho in 2004/05 and 2005/06 had been followed by a period of near misses. Furthermore, Chelsea had yet to win their first UEFA Champions League title.
A short stint at Paris Saint-Germain
After his departure from Chelsea, Ancelotti played a major role in turning Paris Saint-Germain into the dominant force in French football.
It was under his guidance that the likes of Thiago Silva and Zlatan Ibrahimovic arrived at the club (both were signed from AC Milan). Ancelotti led PSG to the Ligue 1 title in 2012/13.
Another Champions League with Real Madrid
Ancelotti succeeded Mourinho at Real Madrid and inherited a squad that was struggling to find a sense of unity following a difficult 2012/13 season.
Ancelotti led them to the 2013/14 UEFA Champions League title - making them the first club to win 10 European Cup trophies, in an achievement long known as 'La Decima' ('The Tenth'), as Real had been waiting for their 10th title since their previous Champions League title 12 years previously.
Ancelotti at Bayern Munich
Carlo Ancelotti and Napoli
Ancelotti took over an Everton side which had languished in mid-table for some years despite being one of the most successful clubs in English history, with nine top-flight titles won.
He was unable to lift Everton above 12th in the 2019/20 season, which ended late due to the Covid-19 pandemic. However, ahead of his first full season in charge, Ancelotti oversaw a spending spree which saw them sign the likes of James Rodriguez, Abdoulaye Doucoure and Allan.
Everton had previous periods of heavy spending prior to Ancelotti's arrival, but no manager after David Moyes had been able to get his players to gel as well as Ancelotti did, with the possible exception of Roberto Martinez early on in his reign. Everton finished the 2020/21 season in 10th place in the Premier League.
In June 2021, Ancelotti left Goodison Park after 18 months in charge to return to Real Madrid, for his second spell as head coach at Los Blancos. He described the move as "an unexpected opportunity" while thanking the staff and fans at Everton.
Back at Real Madrid
Ancelotti's son, Davide, works as an assistant coach at Real Madrid. He also has a daughter, Katia. After splitting up with his first wife, Luisa Gibellini, he married Canadian businesswoman Mariann Barrena McClay in Vancouver in July 2014.
Reported net worth
According to The Sun, Ancelotti earned a basic salary of £11.5million at Everton, making him the fourth-highest paid manager in the Premier League.