[14] It emerged in early July that the EFL had refused to register Birmingham's first signing of the summer window – Danish left-back Kristian Pedersen – because of failure to comply with P&S requirements and had placed the club under a transfer embargo.
[20] Birmingham made four signings in the summer transfer window: three loans – winger Connor Mahoney from AFC Bournemouth,[21] striker Omar Bogle from Cardiff City,[22] and midfielder Gary Gardner – younger brother of Craig Gardner – from Aston Villa,[23] and one free transfer, goalkeeper Lee Camp, also from Cardiff City.
[24] They cancelled Diego Fabbrini's contract,[25] loaned out Nicolai Brock-Madsen,[26] Jonathan Grounds,[27] Cheick Keita,[28] Cheikh Ndoye[29] and Greg Stewart,[30] and tried unsuccessfully to offload high-earning goalkeepers David Stockdale and Tomasz Kuszczak.
[31] In the January transfer window, Birmingham made the last of their five permitted signings, Swedish international midfielder or forward Kerim Mrabti, whose contract with Djurgården had expired.
[30] There was considerable interest from Premier League clubs in newly prolific striker Che Adams, but Birmingham did not want to sell, and no offer received was considered enough to force their hand given that the player could neither be replaced nor loaned back because of the signing restriction.
[39] The EFL hearing, originally scheduled for February 2019, was postponed to mid-March after a panel member recused themselves, "with the intention of the Disciplinary Commission delivering the outcome quickly so the matter can be fully resolved before the end of this season.
[43] According to the Birmingham Mail, Monk turned the team into "a side vastly superior than the sum of its parts" to keep them in the top half of the table until a run of losses in March and a nine-point deduction led to a 17th-place finish.
"[5] Despite the club's statement that they were not actively looking for a new permanent manager, Pep Clotet was appointed caretaker head coach, the remainder of the backroom staff stayed in post, and Craig Gardner was given a role as player-coach.
[48] After a training camp based in Bad Häring, Austria, which included friendly matches against Akhmat Grozny of the Russian Premier League and German fourth-tier club SSV Ulm, Birmingham City's first-team pre-season programme continued with matches against Doncaster Rovers, Cheltenham Town, Las Palmas and Brighton & Hove Albion.
[31] The team lined up in a 4–4–2 formation with debutant Connal Trueman in goal, Maxime Colin and new signing Kristian Pedersen at full back, Michael Morrison (captain) and Harlee Dean at centre back, Maikel Kieftenbeld alongside Craig Gardner in central midfield, Jota and Jacques Maghoma as wide midfielders, and Che Adams and Lukas Jutkiewicz in the forward line.
[63] In what remained of August, Birmingham brought in four players: Lee Camp took over from Trueman in goal from the third match of the season and Gary Gardner replaced his brother in central midfield, while forward Omar Bogle and winger Connor Mahoney joined the first-team squad.
[64][65] After conceding what Monk described as two poor goals stemming from two mistakes, Jutkiewicz scored twice in the second half to secure a draw at home to Ipswich Town and finish September in 16th place.
[66] Birmingham began October with their eighth draw in eleven league matches, away to Brentford, despite Kieftenbeld's second-half red card for an off-the-ball incident involving opponent Neal Maupay.
[74] A rare goal from Kieftenbeld opened Birmingham's scoring in December: seconds after half-time, Preston North End's goalkeeper Declan Rudd misjudged an overhit pass, the ball went through his legs and into the net.
[77] The year ended with two draws and two wins, Adams took his goals total into double figures, the largest crowd of the season thus far, of 26,344, saw Birmingham complete a double over their former manager Gary Rowett's Stoke City via Omar Bogle's fine individual goal[78] – the only one he scored for the club before his loan ended early[79] – and the team reached seventh place.
Pedersen was sent off before half-time, but Birmingham came back from 2–1 behind to tie the scores, and then took a 71st-minute lead when Adams "whipped in an excellent curling shot from 20 yards (18 m)"[81] that was to win the club's Goal of the Season award.
[84][85] An unexpected home defeat to Bolton Wanderers[86] was followed by a 2–2 draw with Blackburn Rovers in which Adams took his total for the season past 20;[87] he was named Championship Player of the Month.