In Boro’s predicament, it seems increasingly likely Jonathan Woodgate will plead for new arrivals with his men currently occupying a place in the relegation zone.
The winter market can prove a hard month to do business in, however, we’ve tried our best to select NINE deals that could be finalised by Boro and their second-tier counterpart.
5. Danny Ayala to Leeds United
Reports this week have claimed Marcelo Bielsa is expected to push to sign the experienced defender with his contract expiring at the end of the season. Fulham and Stoke City are also interested but Leeds are the frontrunners. Photo: Lewis Storey
6. Danny Drinkwater to the Championship
Drinkwater is in dire straits at the moment having appeared just once for Burnley following his loan switch from Chelsea. Nothing suggests the midfielder’s situation will change, so could a loan spell in the second-tier get his career back on track? Photo: Jan Kruger
7. Dwight Gayle to the Championship
Gayle is one of the deadliest marksmen in the Championship, as proved with Newcastle and West Brom. His future still remains uncertain in the North East with the Baggies and Nottingham Forest said to be heavily interested. Photo: Nathan Stirk
8. Jarrod Bowen to the Premier League
Clubs were quoted £20million for Bowen last season after his 22 goals attracted interest from elsewhere. However with his contract set to expire in the summer, could Hull City be forced or tempted to cash in? Photo: Nigel French