
I first interviewed Ancelotti at Milanello, AC Milanâs training base, back in 2002. Already, he had come a long way since his youth in Reggiolo, the picturesque rural commune in Reggio Emilia known for its medieval fortress, annual pumpkin festival and â this will come as no surprise â the humble outlook of the locals. Milan were in the middle of their triumphant 2002/03 campaign, when Ancelotti led them to Champions League glory by beating his former side Juventus on penalties in the final. Our interview was scheduled for the morning, but we were later told we had to wait until the afternoon. While I was planning to get sandwiches for lunch with the rest of the crew, Ugo â a veteran of the Rossoneri press office and one of the nicest people I have met in football â came over and said the boss had invited us to eat with him and the team in their dining room.
It was my first season as reporter, and I was in my late 20s. I thanked them calmly and politely, but on the inside I was anything but calm, my head pounding with a single thought: âWhat???â I could hardly believe my eyes as I sat in the same room with Ancelotti and the entire team. The conversation was easy, the food was delicious, and occasionally the likes of Clarence Seedorf and Gennaro Gattuso would perch down and talk with Ancelotti about anything and everything. He did all he could to make us feel comfortable. He himself was completely at home at Milanello, of course. As a player, he had spent five seasons there, winning the European Cup twice among numerous trophies in the legendary team coached by Arrigo Sacchi. Now here he was in a different role, chatting and joking with the staff, from the chef to the cleaners, and all the while he was building one of the most spectacular sides in Europe.
When I meet with Ancelotti again at Madridâs beautiful training ground, I cannot help noticing that not much has changed since we first crossed paths 21 years ago. True, I am also here to speak with Davide, one of his right-hand men as opposed to the 13-year-old boy he would have been then. And Carlo is carrying a few more grey hairs these days, but he is probably even fitter than he was at Milan â and his relaxed and humble approach remains the same. So too that famous eyebrow which arches suddenly when he tackles my questions.
Now a record four-time Champions League winner as a coach, Ancelotti would have every right to proclaim his opinions like a preacher from a pulpit, but instead he is as modest as he was before the first of those victories. âOne key element is probably that I coached two clubs that care a great deal about this competition,â he says when asked the secret to his European triumphs. âItâs no coincidence that both Milan and Real Madrid are among the most successful clubs in the history of this competition, and this competition represents the most important trophy for both clubs. I donât know what kind of mark I have left.â
Even so, I push him harder to open up about his huge personal contribution, reminding him of his key role in Madridâs landmark tenth European title in 2013/14. âLa DĂ©cima has your name all over it,â I tell him. âYes, I mean, with Real Madrid I won two tournaments that will go down in history: La DĂ©cima and the 14th title, which were both inspired and inspirational at the same time.â
Well, it was worth a try. And, besides, we all know how crucial his influence was. Indeed, less than two years on from the second of those continental crowns, in 2021/22, his hunger is undiminished. âWhat helps me stay on top of my game is the passion I have for this sport,â he says. âI had it when I started playing as a kid, and I still have it today. Itâs a very strong passion which luckily did not turn into an obsession. When you become a coach, you risk turning your passion into obsession. Football remains a great passion for me. When I have some free time and thereâs a football game on, Iâll watch it, but I really enjoy films too. I love being with my family, my children, my grandchildren and my wife.â
That emphasis on personal relationships has undoubtedly helped him build strong bonds in every team he has overseen. Youâd be hard pressed to hear any negative comments from his former players, a long list which includes some of the best footballers in the history of the game.

As Carlo Ancelotti closes in on becoming the first man to coach 200 games in the Champions League, we take a look at some of the records he holds in a staggering career so far
When Carlo Ancelotti lifted the Champions League trophy in 2021/22, he moved into a class of his own as the first coach to win the competition four times. It was one more landmark achievement for a man who continues to break new ground, his most recent European title also coming a record 19 years after his first with AC Milan in 2002/03.
Now in his fourth decade coaching in the Champions League, the Real Madrid boss likewise belongs to a select club of six managers to have led two different teams to the European summit â and one of only two in that group, along with Pep Guardiola, to have claimed the honour as a player as well. Unlike Guardiola, however, he has also won domestic titles in each of Europeâs top five leagues, a historic first which he completed in Spain two seasons ago.
âBeing a football coach is not a duty; itâs a desire,â says the veteran Italian, explaining his ability to stay at the top since beginning his management career as an assistant coach with Italy in 1992. âWhat carries you forward in this sport is your passion, but you need patience as well.â
Desire, passion and patience. Ancelotti still displays plenty of each as he approaches another Champions League milestone. Masterminding a perfect six wins in this seasonâs group stage, then Madridâs round of 16 triumph against Leipzig took him to 114 victories from 199 matches in the competition. Not only are both those figures records, they leave him tantalisingly close to breaking the 200-game barrier. Onwards and upwardsâŠ
I first interviewed Ancelotti at Milanello, AC Milanâs training base, back in 2002. Already, he had come a long way since his youth in Reggiolo, the picturesque rural commune in Reggio Emilia known for its medieval fortress, annual pumpkin festival and â this will come as no surprise â the humble outlook of the locals. Milan were in the middle of their triumphant 2002/03 campaign, when Ancelotti led them to Champions League glory by beating his former side Juventus on penalties in the final. Our interview was scheduled for the morning, but we were later told we had to wait until the afternoon. While I was planning to get sandwiches for lunch with the rest of the crew, Ugo â a veteran of the Rossoneri press office and one of the nicest people I have met in football â came over and said the boss had invited us to eat with him and the team in their dining room.
It was my first season as reporter, and I was in my late 20s. I thanked them calmly and politely, but on the inside I was anything but calm, my head pounding with a single thought: âWhat???â I could hardly believe my eyes as I sat in the same room with Ancelotti and the entire team. The conversation was easy, the food was delicious, and occasionally the likes of Clarence Seedorf and Gennaro Gattuso would perch down and talk with Ancelotti about anything and everything. He did all he could to make us feel comfortable. He himself was completely at home at Milanello, of course. As a player, he had spent five seasons there, winning the European Cup twice among numerous trophies in the legendary team coached by Arrigo Sacchi. Now here he was in a different role, chatting and joking with the staff, from the chef to the cleaners, and all the while he was building one of the most spectacular sides in Europe.
When I meet with Ancelotti again at Madridâs beautiful training ground, I cannot help noticing that not much has changed since we first crossed paths 21 years ago. True, I am also here to speak with Davide, one of his right-hand men as opposed to the 13-year-old boy he would have been then. And Carlo is carrying a few more grey hairs these days, but he is probably even fitter than he was at Milan â and his relaxed and humble approach remains the same. So too that famous eyebrow which arches suddenly when he tackles my questions.
Now a record four-time Champions League winner as a coach, Ancelotti would have every right to proclaim his opinions like a preacher from a pulpit, but instead he is as modest as he was before the first of those victories. âOne key element is probably that I coached two clubs that care a great deal about this competition,â he says when asked the secret to his European triumphs. âItâs no coincidence that both Milan and Real Madrid are among the most successful clubs in the history of this competition, and this competition represents the most important trophy for both clubs. I donât know what kind of mark I have left.â
Even so, I push him harder to open up about his huge personal contribution, reminding him of his key role in Madridâs landmark tenth European title in 2013/14. âLa DĂ©cima has your name all over it,â I tell him. âYes, I mean, with Real Madrid I won two tournaments that will go down in history: La DĂ©cima and the 14th title, which were both inspired and inspirational at the same time.â
Well, it was worth a try. And, besides, we all know how crucial his influence was. Indeed, less than two years on from the second of those continental crowns, in 2021/22, his hunger is undiminished. âWhat helps me stay on top of my game is the passion I have for this sport,â he says. âI had it when I started playing as a kid, and I still have it today. Itâs a very strong passion which luckily did not turn into an obsession. When you become a coach, you risk turning your passion into obsession. Football remains a great passion for me. When I have some free time and thereâs a football game on, Iâll watch it, but I really enjoy films too. I love being with my family, my children, my grandchildren and my wife.â
That emphasis on personal relationships has undoubtedly helped him build strong bonds in every team he has overseen. Youâd be hard pressed to hear any negative comments from his former players, a long list which includes some of the best footballers in the history of the game.

As Carlo Ancelotti closes in on becoming the first man to coach 200 games in the Champions League, we take a look at some of the records he holds in a staggering career so far
When Carlo Ancelotti lifted the Champions League trophy in 2021/22, he moved into a class of his own as the first coach to win the competition four times. It was one more landmark achievement for a man who continues to break new ground, his most recent European title also coming a record 19 years after his first with AC Milan in 2002/03.
Now in his fourth decade coaching in the Champions League, the Real Madrid boss likewise belongs to a select club of six managers to have led two different teams to the European summit â and one of only two in that group, along with Pep Guardiola, to have claimed the honour as a player as well. Unlike Guardiola, however, he has also won domestic titles in each of Europeâs top five leagues, a historic first which he completed in Spain two seasons ago.
âBeing a football coach is not a duty; itâs a desire,â says the veteran Italian, explaining his ability to stay at the top since beginning his management career as an assistant coach with Italy in 1992. âWhat carries you forward in this sport is your passion, but you need patience as well.â
Desire, passion and patience. Ancelotti still displays plenty of each as he approaches another Champions League milestone. Masterminding a perfect six wins in this seasonâs group stage, then Madridâs round of 16 triumph against Leipzig took him to 114 victories from 199 matches in the competition. Not only are both those figures records, they leave him tantalisingly close to breaking the 200-game barrier. Onwards and upwardsâŠ
I first interviewed Ancelotti at Milanello, AC Milanâs training base, back in 2002. Already, he had come a long way since his youth in Reggiolo, the picturesque rural commune in Reggio Emilia known for its medieval fortress, annual pumpkin festival and â this will come as no surprise â the humble outlook of the locals. Milan were in the middle of their triumphant 2002/03 campaign, when Ancelotti led them to Champions League glory by beating his former side Juventus on penalties in the final. Our interview was scheduled for the morning, but we were later told we had to wait until the afternoon. While I was planning to get sandwiches for lunch with the rest of the crew, Ugo â a veteran of the Rossoneri press office and one of the nicest people I have met in football â came over and said the boss had invited us to eat with him and the team in their dining room.
It was my first season as reporter, and I was in my late 20s. I thanked them calmly and politely, but on the inside I was anything but calm, my head pounding with a single thought: âWhat???â I could hardly believe my eyes as I sat in the same room with Ancelotti and the entire team. The conversation was easy, the food was delicious, and occasionally the likes of Clarence Seedorf and Gennaro Gattuso would perch down and talk with Ancelotti about anything and everything. He did all he could to make us feel comfortable. He himself was completely at home at Milanello, of course. As a player, he had spent five seasons there, winning the European Cup twice among numerous trophies in the legendary team coached by Arrigo Sacchi. Now here he was in a different role, chatting and joking with the staff, from the chef to the cleaners, and all the while he was building one of the most spectacular sides in Europe.
When I meet with Ancelotti again at Madridâs beautiful training ground, I cannot help noticing that not much has changed since we first crossed paths 21 years ago. True, I am also here to speak with Davide, one of his right-hand men as opposed to the 13-year-old boy he would have been then. And Carlo is carrying a few more grey hairs these days, but he is probably even fitter than he was at Milan â and his relaxed and humble approach remains the same. So too that famous eyebrow which arches suddenly when he tackles my questions.
Now a record four-time Champions League winner as a coach, Ancelotti would have every right to proclaim his opinions like a preacher from a pulpit, but instead he is as modest as he was before the first of those victories. âOne key element is probably that I coached two clubs that care a great deal about this competition,â he says when asked the secret to his European triumphs. âItâs no coincidence that both Milan and Real Madrid are among the most successful clubs in the history of this competition, and this competition represents the most important trophy for both clubs. I donât know what kind of mark I have left.â
Even so, I push him harder to open up about his huge personal contribution, reminding him of his key role in Madridâs landmark tenth European title in 2013/14. âLa DĂ©cima has your name all over it,â I tell him. âYes, I mean, with Real Madrid I won two tournaments that will go down in history: La DĂ©cima and the 14th title, which were both inspired and inspirational at the same time.â
Well, it was worth a try. And, besides, we all know how crucial his influence was. Indeed, less than two years on from the second of those continental crowns, in 2021/22, his hunger is undiminished. âWhat helps me stay on top of my game is the passion I have for this sport,â he says. âI had it when I started playing as a kid, and I still have it today. Itâs a very strong passion which luckily did not turn into an obsession. When you become a coach, you risk turning your passion into obsession. Football remains a great passion for me. When I have some free time and thereâs a football game on, Iâll watch it, but I really enjoy films too. I love being with my family, my children, my grandchildren and my wife.â
That emphasis on personal relationships has undoubtedly helped him build strong bonds in every team he has overseen. Youâd be hard pressed to hear any negative comments from his former players, a long list which includes some of the best footballers in the history of the game.

As Carlo Ancelotti closes in on becoming the first man to coach 200 games in the Champions League, we take a look at some of the records he holds in a staggering career so far
When Carlo Ancelotti lifted the Champions League trophy in 2021/22, he moved into a class of his own as the first coach to win the competition four times. It was one more landmark achievement for a man who continues to break new ground, his most recent European title also coming a record 19 years after his first with AC Milan in 2002/03.
Now in his fourth decade coaching in the Champions League, the Real Madrid boss likewise belongs to a select club of six managers to have led two different teams to the European summit â and one of only two in that group, along with Pep Guardiola, to have claimed the honour as a player as well. Unlike Guardiola, however, he has also won domestic titles in each of Europeâs top five leagues, a historic first which he completed in Spain two seasons ago.
âBeing a football coach is not a duty; itâs a desire,â says the veteran Italian, explaining his ability to stay at the top since beginning his management career as an assistant coach with Italy in 1992. âWhat carries you forward in this sport is your passion, but you need patience as well.â
Desire, passion and patience. Ancelotti still displays plenty of each as he approaches another Champions League milestone. Masterminding a perfect six wins in this seasonâs group stage, then Madridâs round of 16 triumph against Leipzig took him to 114 victories from 199 matches in the competition. Not only are both those figures records, they leave him tantalisingly close to breaking the 200-game barrier. Onwards and upwardsâŠ
