We’ve taken a closer look at Boro’s last ten signings who have joined the club in the winter window, dating back to the 2017/18 campaign when Tony Pulis was in charge at the Riverside.
Scroll down and flick through the pages of out picture gallery to see the full list and our rating for each player:
. MIDDLESBROUGH, ENGLAND - FEBRUARY 23: Muhamed Besic of Middlesbrough shoots at goal under pressure from Eberechi Eze of Queens Park Rangers during the Sky Bet Championship match between Middlesbrough and Queens Park Rangers at Riverside Stadium on February 23, 2019 in Middlesbrough, England. (Photo by Jan Kruger/Getty Images)
Mo Besic. Photo: Jan Kruger
. Ravel Morrison - 2/10
Bringing the former Manchester United academy product to the Riverside was always seen as a gamble and it simply didn't pay off. Morrison made just three appearances for Boro and saw his loan spell cut short before the end of the season. Photo: Nathan Stirk
. Harold Moukoudi - 5/10
It's hard to assess the defender's time at the Riverside after he made just eight league appearances. Clearly the centre-back had potential and was rated highly by Jonathan Woodgate, yet it never quite clicked for Moukoudi as Boro hit a poor run of form and the season was suspended in March. Photo: Julian Finney
. Lukas Nmecha - 3/10
The striker has been in fine form for Belgian club Anderlecht this season but it never happened for him at Boro. Nmecha failed to score in 13 appearances and struggled to make an impact at the Riverside following a loan move from Manchester City. Photo: Alex Livesey
1. Ravel Morrison - 2/10
Bringing the former Manchester United academy product to the Riverside was always seen as a gamble and it simply didn't pay off. Morrison made just three appearances for Boro and saw his loan spell cut short before the end of the season. Photo: Nathan Stirk
2. Harold Moukoudi - 5/10
It's hard to assess the defender's time at the Riverside after he made just eight league appearances. Clearly the centre-back had potential and was rated highly by Jonathan Woodgate, yet it never quite clicked for Moukoudi as Boro hit a poor run of form and the season was suspended in March. Photo: Julian Finney
3. Lukas Nmecha - 3/10
The striker has been in fine form for Belgian club Anderlecht this season but it never happened for him at Boro. Nmecha failed to score in 13 appearances and struggled to make an impact at the Riverside following a loan move from Manchester City. Photo: Alex Livesey
4. Dejan Stojanovic - 5/10
After losing Darren Randolh last January, Boro spent some of the money to bring in Stojanovic from Swiss side St. Gallen. The 27-year-old goalkeeper finally broke into the first team in March and received a run of games in the side. New manager Neil Warnock wasn't convinced by the player, though, and Stojanovic joined German club FC St. Pauli earlier this month. Photo: Getty Images