[15] After a climactic finish to the 1998–99 season, Sir Alex Ferguson was presented with his fifth managerial award for winning the Premier League with Manchester United.

[4] Ipswich Town, who won promotion to the Premier League from the First Division in the previous season, finished fifth and qualified for the UEFA Cup.

[18] Burley triumphed over Sir Alex Ferguson, who led Manchester United to their third consecutive championship title, and Liverpool manager Gérard Houllier, who guided his team to three trophies and a berth in the Champions League.

[20] Wenger was the outstanding winner for the award in 2003–04 as he managed Arsenal to an unprecedented achievement of winning the league without a single defeat.

"[21] Chelsea manager José Mourinho was chosen as the recipient for the 2004–05 season for taking the club to its first league championship in 50 years.

[25] Sir Alex Ferguson collected the award for the 2006–07,[26] 2007–08[1] and 2008–09[27] seasons, in a period when Manchester United regained the domestic title after a four-year drought and retained the trophy for a further two years.

[28] In May 2011, Sir Alex Ferguson picked up his tenth Manager of the Season award for leading Manchester United to a record 19th league title.

[6] In May 2013, Sir Alex Ferguson picked up his eleventh Manager of the Season award for leading Manchester United to a record 20th league title.