Tony Pulis saw his Middlesbrough side knocked out of the Carabao Cup against Burton Albion.
Jordan Hugill joined Middlesbrough on loan from West Ham United in the summer transfer window.
The Crystal Palace striker was a reported target for the Middlesbrough manager Tony Pulis five years ago.
Leeds United and Middlesbrough have emerged as rivals for promotion this season.
The Millwall loanee is expected to make his move to Boro permanent and his manager at the Riverside has tipped him to become club captain one day.
Middlesbrough striker Ashley Fletcher spent the second half of last season on loan at Sunderland.
Martin Braithwaite was left out by Tony Pulis as Boro drew 1-1 with Blackburn Rovers at the weekend.
Tammy Abraham and Yannick Bolasie joined Aston Villa on loan from Chelsea and Everton respectively.
Adama Traore joined Wolverhampton Wanderers from Middlesbrough in the summer transfer window.
Are Britt Assombalonga and Martin Braithwaite on borrowed time at Boro with Tony Pulis planning changes at the Championship high flyers?
Here are four points discussing current footballing issues. Tottenham Hotspur, Manchester United, Middlesbrough and West Ham United feature.
Middlesbrough hope to name Tony Pulis as their new manager by the end of the week and, ideally, as early as Boxing Day, when Bolton Wanderers visit the Riverside.
Carvalhal's fate as Sheffield Wednesday manager could be decided after Saturday's visit of Middlesbrough.