On 6 July 2021, the club published their annual accounts for the year ending 31 July 2020.[1]
On 9 July, the club were hit with a suspended 6 point penalty, which will take effect if they fail to pay their players wages on time before June 30 2022.[2] If the penalty hasn’t been breached before 31 December 2021, the penalty would be reduced to a suspended 3 points.[3]
On 14 July, the club introduced their new first team scholars for the 2021–22; Pierce Charles, Jack Hall, Kamil Maciag, Tafadzwa Tapudzai, Cian Flannery, Bailey Cadamarteri, Josh Chapman, Danai Rhule, Rio Shipston, Mackenzie Maltby, Sean Fusire, Joey Phuthi and Jake Bradford.[4]
On 20 July, manager Darren Moore confirmed that first-team coach Paul Williams had left the club for personal reasons.[5]
On 23 July, the club unveiled their new kits for the 2021-22 season.[6]
On 31 July, the club announced their first-team squad numbers for the 2021-22 season.[7]
August
On 6 August, Darren Moore bolstered his coaching staff with the appointment of Simon Ireland as a first team coach.[8]
On 7 August, Darren Moore said that his old assistant manager Wayne Jacobs was currently helping out at the club in a coaching capacity, but it was not an appointment.[9]
On 13 August, Guiseley announced a loan move for goalkeeper Luke Jackson, but the deal would be cancelled the same day due to the keeper picking up an injury.[10]
On 27 August, the game against Sunderland was postponed due to the Black Cats having hit the criteria for players on international duty.[11]
October
On 8 October, Darren Moore confirmed that the club had appointed Rob Lee to his backroom staff.[12]
November
On 2 November, Darren Moore confirmed that Nathaniel Mendez-Laing was currently training with the squad.[13]
December
On 16 December, their upcoming game against Accrington Stanley was postponed due to an outbreak of COVID-19 at the club.[14]
On 22 December, their boxing day tie against Burton Albion was also postponed due to a COVID-19 outbreak both teams squads.[15]
Source: EFL Official Website Rules for classification: 1) Points; 2) Goal difference; 3) Number of goals scored; 4) Head-to-head results; 5) Wins; 6) Away goals; 7) Penalty points based on yellow and red cards received excluding the last four games of the season (sec 9.5); 8) 12-point sending off offences; 9) If the tie affects the automatic promotion or relegation places, a play-off game or games would be held between the two tied teams[30] (C) Champions; (O) Play-off winners; (P) Promoted
Sheffield Wednesday finished 4th in the regular 2021–22 EFL League One season, so were drawn against 5th placed Sunderland in the Play-off Semi Final. The first leg took place at the Stadium of Light and the second leg took place at Hillsborough.
Sheffield Wednesday were drawn at home to Plymouth Argyle in the first round.[32] Either Sheffield Wednesday or Plymouth were drawn against Rochdale or Notts County in the second round draw, made on 8 November.[33]