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Il Museo Rossonero · Archive

AC Milan in 1999

Era: Late-90s Transition

17 stories and 116 matches from the Milan Club Adelaide history museum, in the order they happened.

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The stories of 1999

Summer 1999

Andriy Shevchenko Arrives from Kyiv

Andriy Shevchenko Arrives from Kyiv

In 1999 Milan paid Dynamo Kyiv a fee of around a then-record $25 million for Andriy Shevchenko, the deadly Ukrainian who had terrorised Europe under Valeriy Lobanovskyi. He repaid them instantly, ending his debut 1999-2000 season as Serie A's capocannoniere (top scorer) with 24 goals. Over seven years 'Sheva' became the club's second-highest scorer of all time behind Nordahl and, in 2004, a Ballon d'Or winner.

Sources

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Summer 1999

Ringhio arrives: Gattuso signs from Salernitana

Fresh from Salernitana's relegation, a 21-year-old Gennaro Gattuso arrived at Milanello in the summer of 1999 — a snarling Calabrian midfielder who had taken an unusual road through Glasgow, where Rangers supporters had adored the teenager Walter Smith signed from Perugia in 1997. Zaccheroni's reigning champions added him in the same window as Andriy Shevchenko, pairing the sublime with the ferocious. Nobody guessed the tackler nicknamed 'Ringhio' — the growl — would still be biting into challenges thirteen seasons later.

Sources

  • AC Milan official archives
  • Rangers FC historical records
  • La Gazzetta dello Sport archives

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1999

Football as Content: Milan Channel and the Fininvest Model

Berlusconi grasped earlier than almost anyone that a football club was a content machine for a television empire. In 1999 Milan launched Milan Channel, one of Italy's first dedicated club broadcasters, feeding his Mediaset ecosystem while the club leaned on Fininvest's marketing muscle for sponsorship and global reach. Tellingly, where Juventus, Lazio and Roma all floated on the Milan stock exchange around the turn of the century, AC Milan stayed wholly private within Fininvest - a personal fiefdom rather than a public company, for better and for worse.

Sources

  • Calcio e Finanza
  • Guerin Sportivo

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c. 1999

Gianni Brera and the Literary Milan

No Italian writer shaped how the game's story is told more than Gianni Brera, the Lombard journalist who elevated football writing into literature. It was Brera who popularised much of the vocabulary later histories borrowed — coining the nickname l'Abatino (the little abbot) for Gianni Rivera and theorising an Italian defensive art built on catenaccio (literally 'door-bolt', a defensive system) and the contropiede (counter-attack). Narrative histories of the club lean heavily on his Guerin Sportivo and Gazzetta columns, so that even a museum's account is partly filtered through Brera's baroque, opinionated Italian.

Sources

  • Gianni Brera
  • Guerin Sportivo
  • La Gazzetta dello Sport
  • it.wikipedia.org — Storia dell'A.C. Milan

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1999

Kilpin's Lost Grave Rediscovered and Honoured

For decades Herbert Kilpin's resting place was unknown, until dedicated researchers and Milan enthusiasts devoted to the founder's memory — above all the amateur historian Luigi La Rocca — set out to trace what had become of him. Through patient detective work in cemetery and civil records during the 1990s, La Rocca located the forgotten grave, hidden in the Protestant quarter of Milan's Cimitero Maggiore with no name to mark it. The rediscovery turned a forgotten name into a cause, setting in motion the campaign to give Kilpin the honoured resting place he had never received: in 1999, as the club celebrated its centenary, Milan funded a fitting new tomb and had the founder's remains translated to the prestigious Cimitero Monumentale. After more than eighty years of silence, the man who created AC Milan was restored to honour in the city he had made his own, reconnecting the modern club with the Englishman at its origin.

Sources

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founded c. 1999

Magliarossonera.it — The Fan Archive as Memory Bank

The deep fan-archive magliarossonera.it (from maglia rossonera, 'the red-and-black shirt') has become an unofficial encyclopaedia of Milan's minutiae — cataloguing kits, crest variations, line-ups, transfers and forgotten friendlies across the club's history. Where official volumes offer the grand narrative, this Italian labour of love preserves the granular data that even the club sometimes lost: obscure early squad lists, wartime campionato di guerra (war-championship) fixtures, minor tournaments and the evolution of the diavolo (devil) badge. It is a reference researchers quietly rely on for precision no glossy book supplies.

Sources

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1999

Milan 100: The Centenary Volumes

For the club's centenary in 1999, Milan produced lavish celebratory volumes gathering a hundred years of images, statistics and testimony into a single archival monument. These books fixed the canonical timeline of the rossoneri (the red-and-blacks), from the December 1899 founding of the Milan Foot-Ball and Cricket Club to the sides of the late 1990s, and gave Italian fans a definitive reference for players, presidents and trophies. As museum objects they matter because they crystallised what the club itself chose to remember and how it wished its own story told.

Sources

  • it.wikipedia.org — Storia dell'A.C. Milan
  • Milan 100 (centenary volume)
  • La Gazzetta dello Sport

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1999 centenary research

Preserving the Kilpin Origin Story

Italian centenary and archival works did crucial work in recovering Herbert Kilpin from near-oblivion, restoring the Nottingham-born founder to the centre of the Milan Foot-Ball and Cricket Club story. Their research popularised the lore around him — his account of the red for the players' ardour and black for the fear struck into opponents, and the image of a leader who kept a bottle of whisky by the pitch. Because Kilpin died in 1916 and lay in an unmarked grave for decades, it was largely Italian fan-history and centenary attention that revived interest in him, culminating in his 1999 reburial with honours in the Cimitero Monumentale of Milan.

Sources

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1999

The Centenary Roll of the Scudetti and Stars

The 1999 centenary publications formalised Milan's honours record for Italian fans — the tally of scudetti (Serie A league titles, marked by the shield worn on the chest), the stella (the gold star awarded for reaching ten league titles, which Milan attained in 1979), and the European totals that made the club a Continental giant. By laying out these honours season by season, the books turned scattered results into a coherent hierarchy of glory that supporters could recite. This canonisation of the numbers is itself a historical act, defining which achievements the institution places at the heart of its identity.

Sources

  • Milan 100 (centenary volume)
  • it.wikipedia.org — Storia dell'A.C. Milan
  • La Gazzetta dello Sport

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1999

Shevchenko announces himself in the derby

Andriy Shevchenko needed only his first Derby della Madonnina to win over the Curva Sud, striking twice against Inter in his debut 1999-2000 season. Quick, ruthless and lethal on his left foot, he would go on to become one of the most prolific marksmen in the fixture's long history, his goals against the nerazzurri as reliable as sunrise. For a generation of Milanisti, Sheva bearing down on the Inter goal became one of the derby's defining images.

Sources

  • La Gazzetta dello Sport
  • Forza Milan! magazine

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23 May 1999

Perugia 1999: the Centenary Scudetto on the Final Day

On 23 May 1999, in the club's centenary year, Alberto Zaccheroni's unfancied Milan clinched the 16th Scudetto on the season's last day at a rain-soaked Stadio Renato Curi in Perugia. Andrés Guglielminpietro struck on 11 minutes and Oliver Bierhoff on 31 to put the Rossoneri two up, before Hidetoshi Nakata's 34th-minute penalty forced a tense finale held together by a young Christian Abbiati's saves in a 2-1 win — Perugia never led. Riding a devastating late run of seven straight wins, Milan overhauled Sven-Göran Eriksson's Lazio down the stretch to finish a single point clear — a title few had predicted when 'Zac' arrived from Udinese with his 3-4-3 and a squad written off as also-rans. A season that began in doubt ended in glorious catharsis.

Sources

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Serie A 1998-99

1998-99: The centenary scudetto

In the club's centenary year, Alberto Zaccheroni's 3-4-3 produced one of the most improbable titles in Milan history: written off in autumn, the rossoneri won their final seven matches to overhaul Lazio's seven-point lead and clinch the 16th scudetto with a 2-1 win at Perugia on the last day. Oliver Bierhoff, brought from Udinese with his coach, led the scoring with around 20 league goals. From 10th to champions in a single season — the perfect birthday gift for a club founded in December 1899.

Sources

  • RSSSF Italian championship archives
  • Almanacco Illustrato del Calcio (Panini)
  • magliarossonera.it

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21 August 1999

Supercoppa Italiana 1999: Milan 1-2 Parma

Zaccheroni's newly crowned centenary champions hosted Alberto Malesani's Parma, a side arriving off a golden spring of UEFA Cup and Coppa Italia glory. The ducali won 2-1 at San Siro, taking the Supercoppa north along the Via Emilia and leaving Milan's scudetto celebrations with a sour coda.

Sources

  • RSSSF – Supercoppa Italiana
  • Lega Serie A records
  • La Gazzetta dello Sport archives

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December 1999

Milan Channel: Italy's first club television station

In the month the club turned one hundred, Milan launched Milan Channel, the first thematic channel in Italy devoted entirely to a single football club. Subscribers could now live inside the rossonero bubble around the clock — Milanello training sessions, archive matches from the Rocco and Sacchi eras, transfer-deadline vigils narrated by house voices. It was the logical endpoint of the Berlusconi era's marriage of football and television, and the template every big Italian club would eventually copy.

Sources

  • AC Milan official records
  • La Gazzetta dello Sport, December 1999

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December 1999

The centenary in print: Milan's official hundred-year literature

As the club turns one hundred on 16 December 1999, its story is fixed on paper as never before: official centenary volumes, photographic histories and Gazzetta dello Sport commemorative supplements trace the arc from Herbert Kilpin's founding circle of 1899 to the sixteenth scudetto won months earlier under Zaccheroni. This wave of centenary publishing became the backbone of the club's own museum-and-archive culture, the canonical reference shelf from which later Milan histories draw their dates and their photographs.

Sources

  • AC Milan official centenary publications (1999)
  • La Gazzetta dello Sport centenary coverage, December 1999

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16 December 1999

Centenario Rossonero: Milan Turns One Hundred

One hundred years to the day after Herbert Kilpin and his fellow pioneers called the Milan Foot-Ball and Cricket Club into life, the rossoneri marked their centenary on 16 December 1999. The birthday season wore its history proudly: a commemorative centenary emblem appeared on the 1999-2000 shirts, while books and press supplements retraced the century from Kilpin's Nottingham origins to the European pantheon. Fittingly, the league title won the previous May under Alberto Zaccheroni had already entered club lore as the scudetto of the centenary.

Sources

  • La Gazzetta dello Sport centenary coverage, December 1999
  • AC Milan official centenary publications and club records
  • 1999-2000 kit records (centenary emblem)

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16 December 1999

Milan Channel: a club's own channel on its 100th birthday

On 16 December 1999 — a century to the day after the club's foundation — Milan launched Milan Channel, among the first thematic television channels in Italy dedicated entirely to a football club. Rebranded Milan TV, it handed the club command of its own moving-image archive, from training-ground films to matchday retrospectives, so that the rossoneri could at last narrate themselves.

Sources

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Every match of 1999

  1. Friendly: Milan 15-1 Cadrezzate

    3 January 1999 · Season 1998-99 (friendly match): Milan beat Cadrezzate 15-1 at Milanello, Carnago (VA) on 3 January 1999. Reti: Ganz (3), Weah (3), Bierhoff (2), Leonardo (2), Boban (2), Morfeo I, Donadoni, Cruz, .....

  2. Serie A: Milan 1-1 Juventus

    6 January 1999 · Season 1998-99, matchday 15: Milan drew with Juventus 1-1 at San Siro on 6 January 1999. Venue: San Siro, Milano. Reti: 27' rig. Albertini, 85' Fonseca MILAN. Milan XI: S. Rossi, Sala, Ayala, P. Maldini, Helveg II (46' Ba), Albertini, Ambrosini, Ziege (77' N'Gotty), Leonardo (84' Donadoni), Weah, Bierhoff — All.: Zaccheroni.

  3. Serie A: FC Empoli 1-1 Milan

    10 January 1999 · Season 1998-99, matchday 16: Milan drew with FC Empoli 1-1 away on 10 January 1999. Venue: Castellani, Empoli. Reti: 59' Di Napoli, 83' Ziege EMPOLI. Milan XI: S. Rossi, Sala, Costacurta, N'Gotty, Guglielminpietro (72' Donadoni), Albertini, Ambrosini, Ziege, Boban (68' Morfeo I), Bierhoff, Ganz (87' Ba) — All.: Zaccheroni.

  4. Coppa Dell'Amicizia: Esperance Tunisi 1-2 Milan

    13 January 1999 · Season 1998-99 (coppa dell'amicizia match): Milan beat Esperance Tunisi 2-1 at El Menzah, Tunisi (Tunisia) on 13 January 1999. Reti: 13' Agoye, 50' Guglielminpietro, 73' Weah.

  5. Serie A: Milan 2-1 Perugia

    17 January 1999 · Season 1998-99, matchday 17: Milan beat Perugia 2-1 at San Siro on 17 January 1999. Venue: San Siro, Milano. Reti: 37' Guglielminpietro, 40' Bierhoff, 90' rig. Nakata MILAN. Milan XI: S. Rossi, Sala, Costacurta, P. Maldini, Ba (62' Boban), Albertini, Ambrosini, Guglielminpietro, Leonardo (75' Donadoni), Weah (93' Abbiati), Bierhoff — All.: Zaccheroni.

  6. Friendly: Milan 9-0 Viggiu'

    21 January 1999 · Season 1998-99 (friendly match): Milan beat Viggiu' 9-0 at Milanello, Carnago (VA) on 21 January 1999. Reti: 25' Ganz, 30' Morfeo I, 35' Bierhoff, 40' Boban, 63' Iannuzzi, 70' Leonardo, 75' Cruz, 77' Leonardo, 83' Aliyu.

  7. Serie A: Bologna 2-3 Milan

    24 January 1999 · Season 1998-99, matchday 18: Milan beat Bologna 3-2 away on 24 January 1999. Venue: Dall'Ara, Bologna. Reti: 15' Signori, 21' Guglielminpietro, 44' Signori, 63' aut. Magoni, 90' N'Gotty BOLOGNA. Milan XI: Abbiati, Sala, Costacurta, P. Maldini, Guglielminpietro, Albertini, Ambrosini (86' N'Gotty), Ziege, Leonardo (77' Aliyu), Bierhoff, Morfeo I — All.: Zaccheroni.

  8. Coppa Opel Masters: Anderlecht 0-0 Milan

    26 January 1999 · Season 1998-99 (coppa opel masters match): Milan drew with Anderlecht 0-0 at Parc des Princes, Parigi (Francia) on 26 January 1999.

  9. Coppa Opel Masters: Paris St. Germain 1-3 Milan

    26 January 1999 · Season 1998-99 (coppa opel masters match): Milan beat Paris St. Germain 3-1 at Parc des Princes, Parigi (Francia) on 26 January 1999. Reti: 6' e 28' Ganz, 21' aut. Ambrosini, 41' Weah.

  10. Serie A: Milan 3-2 Salernitana

    31 January 1999 · Season 1998-99, matchday 19: Milan beat Salernitana 3-2 at San Siro on 31 January 1999. Venue: San Siro, Milano. Reti: 3' Bierhoff, 7' Giampaolo II, 14' Del Grosso, 25' Weah, 60' Bierhoff MILAN. Milan XI: Abbiati, Sala, Costacurta, P. Maldini, Guglielminpietro (23' Ba), Ambrosini (79' N'Gotty), Boban, Ziege, Morfeo I, Bierhoff, Weah — All.: Zaccheroni.

  11. Friendly: Milan 10-0 Venegono

    4 February 1999 · Season 1998-99 (friendly match): Milan beat Venegono 10-0 at Milanello, Carnago (VA) on 4 February 1999. Reti: Ganz (3), .....

  12. Serie A: Fiorentina 0-0 Milan

    7 February 1999 · Season 1998-99, matchday 20: Milan drew with Fiorentina 0-0 away on 7 February 1999. Venue: Artemio Franchi, Firenze. Milan XI: Abbiati, Sala, Costacurta, P. Maldini, Guglielminpietro, Ambrosini (88' N'Gotty), Albertini, Ziege, Morfeo I (57' Boban), Bierhoff, Weah — All.: Zaccheroni.

  13. Friendly: Milan 1-2 Dinamo Kiev

    10 February 1999 · Season 1998-99 (friendly match): Milan lost to Dinamo Kiev 1-2 at San Siro, Milano on 10 February 1999. Reti: 10' Khatskevitch, 23' Iannuzzi, 90' Kaladze.

  14. Serie A: Milan 2-1 AC Venezia 1907

    14 February 1999 · Season 1998-99, matchday 21: Milan beat AC Venezia 1907 2-1 at San Siro on 14 February 1999. Venue: San Siro, Milano. Reti: 39' Guglielminpietro, 53' Ganz, 70' Tuta MILAN. Milan XI: Abbiati, Sala, Costacurta, P. Maldini, Guglielminpietro, Albertini, Boban, Ziege (24' Ba), Leonardo (68' Morfeo I), Bierhoff, Ganz (89' N'Gotty) — All.: Zaccheroni.

  15. Friendly: Milan 5-1 Giussano

    18 February 1999 · Season 1998-99 (friendly match): Milan beat Giussano 5-1 at Milanello, Carnago (VA) on 18 February 1999. Reti: Bierhoff, Iannuzzi, Ganz (3), .....

  16. Serie A: Milan 1-0 Cagliari

    21 February 1999 · Season 1998-99, matchday 22: Milan beat Cagliari 1-0 at San Siro on 21 February 1999. Venue: San Siro, Milano. Reti: 50' aut. Villa MILAN. Milan XI: Abbiati, Sala, Costacurta, P. Maldini, Guglielminpietro, Albertini, Ambrosini (46' N'Gotty), Ziege, Leonardo (85' Helveg II), Bierhoff, Ganz (46' Boban) — All.: Zaccheroni.

  17. Friendly: Milan 7-0 Vigevano

    24 February 1999 · Season 1998-99 (friendly match): Milan beat Vigevano 7-0 at Milanello, Carnago (VA) on 24 February 1999. Reti: Morfeo I (2), Ganz, Guglielminpietro, Donadoni, Ayala, Leonardo.

  18. Serie A: Roma 1-0 Milan

    27 February 1999 · Season 1998-99, matchday 23: Milan lost to Roma 0-1 away on 27 February 1999. Venue: Olimpico, Roma. Reti: 64' Paulo Sergio ROMA. Milan XI: Abbiati, Sala (77' Giunti), Costacurta, P. Maldini, Helveg II, N'Gotty, Albertini, Guglielminpietro, Boban (60' Ganz), Leonardo (60' Morfeo I), Bierhoff — All.: Zaccheroni.

  19. Friendly: Milan 7-0 Fanfulla

    4 March 1999 · Season 1998-99 (friendly match): Milan beat Fanfulla 7-0 at Milanello, Carnago (VA) on 4 March 1999. Reti: Boban, Morfeo I, Bierhoff, Giunti, Iannuzzi, Donadoni, Ganz.

  20. Serie A: Milan 1-0 Piacenza

    7 March 1999 · Season 1998-99, matchday 24: Milan beat Piacenza 1-0 at San Siro on 7 March 1999. Venue: San Siro, Milano. Reti: 43' Bierhoff MILAN. Milan XI: Abbiati, Costacurta, Ayala, N'Gotty, Helveg II, Albertini (52' Donadoni), Boban, Guglielminpietro, Leonardo (12' Ganz), Bierhoff, Morfeo I (89' Ziege) — All.: Zaccheroni.

  21. Friendly: Milan 6-0 U.C. Bergamo

    10 March 1999 · Season 1998-99 (friendly match): Milan beat U.C. Bergamo 6-0 at Milanello, Carnago (VA) on 10 March 1999. Reti: Beloufa, Bierhoff, Morfeo I (2), Gasparetto I, Donadoni.

  22. Serie A: Inter 2-2 Milan

    13 March 1999 · Season 1998-99, matchday 25: Milan drew with Inter 2-2 away on 13 March 1999. Venue: San Siro, Milano. Reti: 7' aut. N'Gotty, 14' e 52' Leonardo, 77' Zanetti INTERNAZIONALE. Milan XI: Abbiati, N'Gotty, Costacurta, P. Maldini, Helveg II, Ambrosini, Boban (60' Donadoni), Guglielminpietro, Leonardo (80' Ayala), Bierhoff, Weah — All.: Zaccheroni.

  23. Friendly: Milan 7-0 Magenta

    18 March 1999 · Season 1998-99 (friendly match): Milan beat Magenta 7-0 at Milanello, Carnago (VA) on 18 March 1999. Reti: Bierhoff, Helveg II, Weah, Leonardo, Ganz, Donadoni, Giunti.

  24. Serie A: Milan 2-2 Bari

    21 March 1999 · Season 1998-99, matchday 26: Milan drew with Bari 2-2 at San Siro on 21 March 1999. Venue: San Siro, Milano. Reti: 6' Osmanovski, 42' Bierhoff, 80' Osmanovski, 93' rig. Ganz MILAN. Milan XI: Abbiati, Sala, Costacurta, P. Maldini, Helveg II (76' Ziege), Ambrosini, Boban (81' Ganz), Guglielminpietro, Leonardo (71' Giunti), Bierhoff, Weah — All.: Zaccheroni.

  25. Serie A: Lazio 0-0 Milan

    3 April 1999 · Season 1998-99, matchday 27: Milan drew with Lazio 0-0 away on 3 April 1999. Venue: Olimpico, Roma. Milan XI: Abbiati, Sala (56' N'Gotty), Costacurta, P. Maldini, Helveg II, Ambrosini, Boban, Guglielminpietro, Leonardo (46' Giunti), Bierhoff, Weah — All.: Zaccheroni.

  26. Friendly: Milan 7-1 Lucrezia

    8 April 1999 · Season 1998-99 (friendly match): Milan beat Lucrezia 7-1 at Milanello, Carnago (VA) on 8 April 1999. Reti: Ganz (2), Bierhoff (2), Iannuzzi (2), Ambrosini, .....

  27. Serie A: Milan 2-1 AC Parma

    11 April 1999 · Season 1998-99, matchday 28: Milan beat AC Parma 2-1 at San Siro on 11 April 1999. Venue: San Siro, Milano. Reti: 39' Balbo, 59' P. Maldini, 72' Ganz MILAN. Milan XI: Abbiati, Sala, Costacurta, P. Maldini, Ba, Ambrosini, Giunti (73' N'Gotty), Guglielminpietro, Boban (76' Donadoni), Bierhoff (46' Ganz), Weah — All.: Zaccheroni.

  28. Serie A: Udinese 1-5 Milan

    18 April 1999 · Season 1998-99, matchday 29: Milan beat Udinese 5-1 away on 18 April 1999. Venue: Friuli, Udine. Reti: 15' rig. e 37' Boban, 45' Bierhoff, 58' Amoroso, 60' Bierhoff, 63' Weah UDINESE. Milan XI: Abbiati, Sala, Ayala, P. Maldini, Helveg II, Albertini (67' Giunti), Ambrosini, Guglielminpietro, Boban (85' Leonardo), Bierhoff, Weah (68' Ganz) — All.: Zaccheroni.

  29. Friendly: Milan 9-0 Assago

    22 April 1999 · Season 1998-99 (friendly match): Milan beat Assago 9-0 at Milanello, Carnago (VA) on 22 April 1999. Reti: Morfeo I (3), Leonardo (2), Ganz, Boban, Ba, Ambrosini.

  30. Serie A: Vicenza 0-2 Milan

    25 April 1999 · Season 1998-99, matchday 30: Milan beat Vicenza 2-0 away on 25 April 1999. Venue: Menti, Vicenza. Reti: 40' Bierhoff, 72' Leonardo VICENZA. Milan XI: Abbiati, Sala (87' Ayala), Costacurta, P. Maldini, Helveg II, Albertini, Ambrosini, Guglielminpietro, Boban (51' Leonardo), Bierhoff (90' Ganz), Weah — All.: Zaccheroni.

  31. Serie A: Milan 3-2 Sampdoria

    2 May 1999 · Season 1998-99, matchday 31: Milan beat Sampdoria 3-2 at San Siro on 2 May 1999. Venue: San Siro, Milano. Reti: 17' Ambrosini, 60' Montella, 79' Leonardo, 86' Franceschetti, 95' aut. Castellini MILAN. Milan XI: Abbiati, Sala, Costacurta, P. Maldini, Helveg II, Albertini, Ambrosini, Guglielminpietro (65' Ba), Boban (64' Leonardo), Bierhoff, Ganz — All.: Zaccheroni.

  32. Serie A: Juventus 0-2 Milan

    9 May 1999 · Season 1998-99, matchday 32: Milan beat Juventus 2-0 away on 9 May 1999. Venue: Delle Alpi, Torino. Reti: 46' e 64' Weah JUVENTUS. Milan XI: Abbiati, Sala, Costacurta, P. Maldini, Helveg II, Ambrosini, Albertini (92' N'Gotty), Guglielminpietro, Leonardo (46' Boban), Bierhoff, Weah — All.: Zaccheroni.

  33. Friendly: Milan 10-0 Tezze

    12 May 1999 · Season 1998-99 (friendly match): Milan beat Tezze 10-0 at Milanello, Carnago (VA) on 12 May 1999. Reti: Ba (2), Boban (2), Weah, Morfeo I, Helveg II, Albertini, Giunti, Ziege.

  34. Serie A: Milan 4-0 FC Empoli

    15 May 1999 · Season 1998-99, matchday 33: Milan beat FC Empoli 4-0 at San Siro on 15 May 1999. Venue: San Siro, Milano. Reti: 32', 55' e 60' Bierhoff, 88' Leonardo MILAN. Milan XI: Abbiati, Sala, Costacurta, P. Maldini, Helveg II, Albertini, Giunti, Guglielminpietro (68' Ba), Boban (73' Leonardo), Bierhoff (79' Ganz), Weah — All.: Zaccheroni.

  35. Friendly: Milan 6-0 Universal Solaro

    28 May 1999 · Season 1998-99 (friendly match): Milan beat Universal Solaro 6-0 at San Siro, Milano on 28 May 1999. Reti: 3' Leonardo, 5' Weah, 19' e 23' Boban, 47' Ganz, 49' Beloufa.

  36. Friendly: Bayern Munchen 2-3 Milan

    31 May 1999 · Season 1998-99 (friendly match): Milan beat Bayern Munchen 3-2 at Magonza (Germania) on 31 May 1999. Reti: 5' Bierhoff, 17' Ziege, 47' Jancker, 58' Bierhoff, 71' Strunz.

  37. Friendly: San Marino 1-2 Milan

    3 June 1999 · Season 1998-99 (friendly match): Milan beat San Marino 2-1 at San Marino (Repubblica di San Marino) on 3 June 1999. Reti: 33' rig. Palombi, 35' Ganz, 40' Morfeo I.

  38. Departed: Alessandro Iannuzzi

    1999-00 season window · Alessandro Iannuzzi left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  39. Departed: Bruno N'Gotty

    1999-00 season window · Bruno N'Gotty left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  40. Departed: Carlo Teodorani

    1999-00 season window · Carlo Teodorani left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  41. Departed: Christian Ziege

    1999-00 season window · Christian Ziege left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  42. Departed: Daniele Daino

    1999-00 season window · Daniele Daino left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  43. Departed: Domenico Morfeo

    1999-00 season window · Domenico Morfeo left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  44. Departed: Francesco Coco

    1999-00 season window · Francesco Coco left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  45. Departed: Gabriele Aldegani

    1999-00 season window · Gabriele Aldegani left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  46. Departed: Giorgio Frezzolini

    1999-00 season window · Giorgio Frezzolini left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  47. Departed: Ibrahim Bá

    1999-00 season window · Ibrahim Bá left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  48. Departed: Luca Vitali

    1999-00 season window · Luca Vitali left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  49. Departed: Massimo Maccarone

    1999-00 season window · Massimo Maccarone left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  50. Departed: Massimo Oddo

    1 July 1999 · Massimo Oddo left Milan in the 1999-00 season (exact date 1 July 1999, per Transfermarkt player records).

  51. Departed: Matteo Contini

    1999-00 season window · Matteo Contini left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  52. Departed: Matteo Pelatti

    1999-00 season window · Matteo Pelatti left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  53. Departed: Maurizio Ganz

    1999-00 season window · Maurizio Ganz left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  54. Departed: Max Tonetto

    1999-00 season window · Max Tonetto left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  55. Departed: Mirco Sadotti

    1999-00 season window · Mirco Sadotti left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  56. Departed: Nicola Corrent

    1999-00 season window · Nicola Corrent left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  57. Departed: Pierluigi Orlandini

    1999-00 season window · Pierluigi Orlandini left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  58. Departed: Roberto Donadoni

    1 July 1999 · Roberto Donadoni left Milan in the 1999-00 season (exact date 1 July 1999, per Transfermarkt player records).

  59. Departed: Samir Beloufa

    1999-00 season window · Samir Beloufa left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  60. Departed: Zizi Roberts

    1999-00 season window · Zizi Roberts left Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  61. Signed: Alessandro Budel

    1999-00 season window · Alessandro Budel joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  62. Signed: Andriy Shevchenko

    1 July 1999 · Andriy Shevchenko joined Milan in the 1999-00 season (exact date 1 July 1999, per Transfermarkt player records).

  63. Signed: Carlo Teodorani

    1999-00 season window · Carlo Teodorani joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  64. Signed: Daniele Daino

    1999-00 season window · Daniele Daino joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  65. Signed: Dida

    1 July 1999 · Dida joined Milan in the 1999-00 season (exact date 30 June 2000, per Transfermarkt player records).

  66. Signed: Diego De Ascentis

    1999-00 season window · Diego De Ascentis joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  67. Signed: Fabricio Coloccini

    1999-00 season window · Fabricio Coloccini joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  68. Signed: Gabriele Aldegani

    1999-00 season window · Gabriele Aldegani joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  69. Signed: Gennaro Gattuso

    1 July 1999 · Gennaro Gattuso joined Milan in the 1999-00 season (exact date 1 July 1999, per Transfermarkt player records).

  70. Signed: José Chamot

    1999-00 season window · José Chamot joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  71. Signed: José Mari

    1999-00 season window · José Mari joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  72. Signed: Massimo Maccarone

    1999-00 season window · Massimo Maccarone joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  73. Signed: Matteo Contini

    1999-00 season window · Matteo Contini joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  74. Signed: Matteo Pelatti

    1999-00 season window · Matteo Pelatti joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  75. Signed: Mattia Graffiedi

    1999-00 season window · Mattia Graffiedi joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  76. Signed: Max Tonetto

    1999-00 season window · Max Tonetto joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  77. Signed: Mirco Sadotti

    1999-00 season window · Mirco Sadotti joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  78. Signed: Pierluigi Orlandini

    1999-00 season window · Pierluigi Orlandini joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  79. Signed: Roberto Colombo

    1999-00 season window · Roberto Colombo joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  80. Signed: Serginho

    1 July 1999 · Serginho joined Milan in the 1999-00 season (exact date 1 July 1999, per Transfermarkt player records).

  81. Signed: Taribo West

    1999-00 season window · Taribo West joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  82. Signed: Valerio Fiori

    1999-00 season window · Valerio Fiori joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  83. Signed: Zizi Roberts

    1999-00 season window · Zizi Roberts joined Milan in the 1999-00 season (window date approximate; fee as recorded by Transfermarkt).

  84. Departed: Dida

    12 July 1999 · Dida left Milan in the 1999-00 season (exact date 12 July 1999, per Transfermarkt player records).

  85. Friendly: Varese 1-0 Milan

    28 July 1999 · Season 1999-00 (friendly match): Milan lost to Varese 0-1 at Varese on 28 July 1999. Reti: 57' Andreini.

  86. Coppa Opel Masters: Milan 2-0 Bayern Munchen

    2 August 1999 · Season 1999-00 (coppa opel masters match): Milan beat Bayern Munchen 2-0 at Parc des Princes, Parigi (Francia) on 2 August 1999. Reti: 20' Weah, 33' rig. Shevchenko.

  87. Coppa Opel Masters: Paris St. Germain 2-1 Milan

    2 August 1999 · Season 1999-00 (coppa opel masters match): Milan lost to Paris St. Germain 1-2 at Parc des Princes, Parigi (Francia) on 2 August 1999. Reti: 4' Leonardo, 34' Rodriguez, 45' Robert.

  88. Friendly: Bayer Leverkusen 2-3 Milan

    6 August 1999 · Season 1999-00 (friendly match): Milan beat Bayer Leverkusen 3-2 at Bay Arena, Leverkusen (Germania) on 6 August 1999. Reti: 20' rig. Ballack, 44' Shevchenko, 70' Ba, 72' rig. Kirsten, 82' Shevchenko.

  89. Coppa Opel Masters: Milan 1-2 Benfica

    13 August 1999 · Season 1999-00 (coppa opel masters match): Milan lost to Benfica 1-2 at Nereo Rocco, Trieste on 13 August 1999. Reti: 19' Ganz, 65' Kandaurov, 72' Maniche.

  90. Friendly: Milan 7-2 Borgomanero

    14 August 1999 · Season 1999-00 (friendly match): Milan beat Borgomanero 7-2 at Solbiate Arno (VA) on 14 August 1999. Reti: 10' D'Aversa, 28' Gabasio, 51' Ba, 56' Rabito, 72' Cassani, 75' Guglielminpietro, 77' Orlandini, 83' Giunti, 87' Aliyu.

  91. Trofeo 'Luigi Berlusconi': Milan 0-1 Juventus

    17 August 1999 · Season 1999-00 (trofeo 'luigi berlusconi' match): Milan lost to Juventus 0-1 at San Siro, Milano on 17 August 1999. Reti: 28' Del Piero.

  92. Friendly: Milan 3-2 Atletico Milan

    18 August 1999 · Season 1999-00 (friendly match): Milan beat Atletico Milan 3-2 at Solbiate Arno (VA) on 18 August 1999. Reti: 21' Pirrotta, 24' Giunti, 40' Bonomi, 66' Rabito, 74' rig. Ganz.

  93. Trofeo 'Santiago Bernabeu': Real Madrid 4-2 Milan

    24 August 1999 · Season 1999-00 (trofeo 'santiago bernabeu' match): Milan lost to Real Madrid 2-4 at Bernabeu, Madrid (Spagna) on 24 August 1999. Reti: 12' Gattuso, 29' Seedorf I, 72' Savio, 80' Mc Manaman, 88' Helguera, 90' Orlandini.

  94. Serie A: Lecce 2-2 Milan

    29 August 1999 · Season 1999-00, matchday 1: Milan drew with Lecce 2-2 away on 29 August 1999. Venue: Via del Mare, Lecce. Reti: 57' Weah, 66' Savino, 72' Shevchenko, 80' Lucarelli I LECCE. Milan XI: Abbiati, Sala, Costacurta, N'Gotty, Helveg II, Albertini, Ambrosini, Guglielminpietro, Leonardo (52' Weah), Bierhoff, Shevchenko (83' Giunti) — All.: Zaccheroni.

  95. Friendly: Milan 3-0 Equipe Romagna

    4 September 1999 · Season 1999-00 (friendly match): Milan beat Equipe Romagna 3-0 at Cesenatico on 4 September 1999. Reti: 7' Ganz, 19' Serginho, 32' Leonardo.

  96. Serie A: Milan 3-1 Perugia

    12 September 1999 · Season 1999-00, matchday 2: Milan beat Perugia 3-1 at San Siro on 12 September 1999. Venue: San Siro, Milano. Reti: 28' Bierhoff, 40' Materazzi, 59' Shevchenko, 72' Leonardo MILAN. Milan XI: Abbiati, Costacurta, Ayala (76' N'Gotty), P. Maldini, Guglielminpietro, Albertini (62' Giunti), Ambrosini, Serginho, Shevchenko (62' Leonardo), Bierhoff, Weah — All.: Zaccheroni.

  97. Serie A: Bari 1-1 Milan

    18 September 1999 · Season 1999-00, matchday 3: Milan drew with Bari 1-1 away on 18 September 1999. Venue: San Nicola, Bari. Reti: 12' Osmanovski, 35' Serginho BARI. Milan XI: Abbiati, Costacurta, Ayala, P. Maldini, Guglielminpietro (74' Helveg II), Giunti (87' De Ascentis), Ambrosini (62' Gattuso), Serginho, Shevchenko, Bierhoff, Weah — All.: Zaccheroni.

  98. Serie A: Milan 4-0 Bologna

    25 September 1999 · Season 1999-00, matchday 4: Milan beat Bologna 4-0 at San Siro on 25 September 1999. Venue: San Siro, Milano. Reti: 8' Weah, 44' Leonardo, 55' rig. Bierhoff, 64' Ganz MILAN. Milan XI: Abbiati, N'Gotty, Ayala, P. Maldini (75' Serginho), Helveg II, Albertini (57' Giunti), Ambrosini, Guglielminpietro, Leonardo, Bierhoff (61' Ganz), Weah — All.: Zaccheroni.

  99. Serie A: Lazio 4-4 Milan

    3 October 1999 · Season 1999-00, matchday 5: Milan drew with Lazio 4-4 away on 3 October 1999. Venue: Olimpico, Roma. Reti: 18' Veron, 34' aut. Mihajlovic, 36' aut. Abbiati, 38' Salas, 43', 63' rig. e 68' Shevchenko, 72' Salas LAZIO. Milan XI: Abbiati, Costacurta, Ayala, P. Maldini, Guglielminpietro, Albertini, Ambrosini, Serginho (76' N'Gotty), Giunti (61' Leonardo), Shevchenko (86' Gattuso), Weah — All.: Zaccheroni.

  100. Friendly: Milan 11-0 Rappresentativa Carnica Under 18

    9 October 1999 · Season 1999-00 (friendly match): Milan beat Rappresentativa Carnica Under 18 11-0 at Milanello, Carnago (VA) on 9 October 1999. Reti: Ganz (5), Weah (2), De Ascentis (2), Giunti, Orlandini.

  101. Friendly: Milan 7-0 Melagnanese

    15 October 1999 · Season 1999-00 (friendly match): Milan beat Melagnanese 7-0 at Milanello, Carnago (VA) on 15 October 1999. Reti: Weah (2), Ganz (2), Leonardo, rig. Boban, Serginho.

  102. Serie A: Milan 2-2 Cagliari

    17 October 1999 · Season 1999-00, matchday 6: Milan drew with Cagliari 2-2 at San Siro on 17 October 1999. Venue: San Siro, Milano. Reti: 7' Morfeo I, 10' rig. Shevchenko, 37' Berretta, 81' Bierhoff MILAN. Milan XI: Abbiati, N'Gotty, Ayala, P. Maldini, Helveg II (52' Guglielminpietro), Albertini (52' Giunti), Ambrosini, Serginho, Shevchenko (70' Leonardo), Bierhoff, Weah — All.: Zaccheroni.

  103. Serie A: Inter 1-2 Milan

    23 October 1999 · Season 1999-00, matchday 7: Milan beat Inter 2-1 away on 23 October 1999. Venue: San Siro, Milano. Reti: 20' rig. Ronaldo, 72' Shevchenko, 90' Weah INTERNAZIONALE. Milan XI: Abbiati, Sala, Ayala, P. Maldini, Guglielminpietro, Ambrosini (42' Albertini), Gattuso, Serginho, Giunti (58' Boban), Bierhoff (68' Shevchenko), Weah — All.: Zaccheroni.

  104. Friendly: Milan 7-0 Pero

    28 October 1999 · Season 1999-00 (friendly match): Milan beat Pero 7-0 at Milanello, Carnago (VA) on 28 October 1999. Reti: Weah (2), Boban (2), Sala, Orlandini, Aubameyang I.

  105. Serie A: Hellas Verona 0-0 Milan

    31 October 1999 · Season 1999-00, matchday 8: Milan drew with Hellas Verona 0-0 away on 31 October 1999. Venue: Bentegodi, Verona. Milan XI: Abbiati, N'Gotty, Costacurta, P. Maldini, Helveg II, Giunti, Gattuso, Serginho (92' Orlandini), Leonardo (67' Boban), Bierhoff, Weah (59' Shevchenko) — All.: Zaccheroni.

  106. Serie A: Milan 3-0 AC Venezia 1907

    7 November 1999 · Season 1999-00, matchday 9: Milan beat AC Venezia 1907 3-0 at San Siro on 7 November 1999. Venue: San Siro, Milano. Reti: 55' Bierhoff, 67' Weah, 77' Orlandini MILAN. Milan XI: Abbiati, Sala, Costacurta, N'Gotty, Helveg II, Albertini, Ambrosini, Orlandini (85' Serginho), Leonardo (66' Weah), Bierhoff (66' Boban), Shevchenko — All.: Zaccheroni.

  107. Friendly: Milan 12-1 Tradate

    18 November 1999 · Season 1999-00 (friendly match): Milan beat Tradate 12-1 at Milanello, Carnago (VA) on 18 November 1999. Reti: Bierhoff (3), Serginho (3), Boban (2), Weah (2), Succi, Agazzone, .....

  108. Serie A: Juventus 3-1 Milan

    21 November 1999 · Season 1999-00, matchday 10: Milan lost to Juventus 1-3 away on 21 November 1999. Venue: Delle Alpi, Torino. Reti: 21' aut. Zidane, 23' Conte I, 51' Inzaghi I, 94' Kovacevic JUVENTUS. Milan XI: Abbiati, Sala, Costacurta (53' Ayala), P. Maldini, Helveg II, Albertini, Gattuso (57' Serginho), De Ascentis, Boban (76' Leonardo), Bierhoff, Weah — All.: Zaccheroni.

  109. Friendly: Milan 2-0 Solbiatese

    25 November 1999 · Season 1999-00 (friendly match): Milan beat Solbiatese 2-0 at Milanello, Carnago (VA) on 25 November 1999. Reti: Leonardo, Bierhoff.

  110. Serie A: Milan 2-1 AC Parma

    28 November 1999 · Season 1999-00, matchday 11: Milan beat AC Parma 2-1 at San Siro on 28 November 1999. Venue: San Siro, Milano. Reti: 8' Boban, 46' Crespo, 51' Boban MILAN. Milan XI: S. Rossi, Sala, Costacurta, P. Maldini, Helveg II, Albertini (20' Giunti), Ambrosini, Serginho, Boban (78' Gattuso), Bierhoff, Shevchenko (92' Leonardo) — All.: Zaccheroni.

  111. Serie A: Fiorentina 2-1 Milan

    5 December 1999 · Season 1999-00, matchday 12: Milan lost to Fiorentina 1-2 away on 5 December 1999. Venue: Artemio Franchi, Firenze. Reti: 1' Bierhoff, 22' Batistuta, 42' Heinrich FIORENTINA. Milan XI: S. Rossi, Sala, Costacurta, P. Maldini, Helveg II (64' Guglielminpietro), Albertini (71' De Ascentis), Gattuso, Serginho, Boban, Bierhoff, Shevchenko — All.: Zaccheroni.

  112. Serie A: Milan 2-0 Torino

    11 December 1999 · Season 1999-00, matchday 13: Milan beat Torino 2-0 at San Siro on 11 December 1999. Venue: San Siro, Milano. Reti: 3' Bierhoff, 75' rig. Shevchenko MILAN. Milan XI: Abbiati, Sala, Costacurta, P. Maldini, Guglielminpietro, Albertini (81' Gattuso), Ambrosini, Serginho (77' Helveg II), Boban (74' Giunti), Bierhoff, Shevchenko — All.: Zaccheroni.

  113. Serie A: Milan 2-2 Reggina

    19 December 1999 · Season 1999-00, matchday 14: Milan drew with Reggina 2-2 at San Siro on 19 December 1999. Venue: San Siro, Milano. Reti: 30' Pirlo, 61' e 74' Shevchenko, 78' Kallon MILAN. Milan XI: Abbiati, N'Gotty, Costacurta, Sala, Guglielminpietro, Giunti, Ambrosini (56' De Ascentis), Serginho, Boban (56' Leonardo), Bierhoff, Shevchenko — All.: Zaccheroni.

  114. Friendly: Milan 6-1 Sant'Angelo Lodigiano

    30 December 1999 · Season 1999-00 (friendly match): Milan beat Sant'Angelo Lodigiano 6-1 at Milanello, Carnago (VA) on 30 December 1999. Reti: José Mari (2), Leonardo, rig. José Mari, Weah, .....

  115. Departed: George Weah

    11 January 2000 · George Weah left Milan in the 1999-00 season (exact date 11 January 2000, per Transfermarkt player records).

  116. Signed: Massimo Oddo

    30 June 2000 · Massimo Oddo joined Milan in the 1999-00 season (exact date 30 June 2000, per Transfermarkt player records).