Chris Wilder has enjoyed a positive month in his first transfer window as Middlesbrough boss.
The Championship club have brought in Charlotte midfielder Riley McGree, Brighton & Hove Albion’s Aaron Connolly and Arsenal’s Folarin Balogun.
Neil Taylor also agreed a contract extension with the club after joining on a short-term contract in November.
Dejan Stojanovic has joined FC Ingolstadt on loan until the end of the season, while Middlesbrough are facing a challenge to keep hold of Djed Spence before the deadline.
The full-back is enjoying a brilliant loan spell with Nottingham Forest and has attracted the attention of a number of clubs including Arsenal and Tottenham Hotspur.
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Neil Taylor also agreed a contract extension with the club after joining on a short-term contract in November.