In a transfer window in which reports suggested Boro were willing to listen to offers for most of their players, eleven eventually ended up leaving the club.
Martin Braithwaite, Leganes - Loan
Martin Braithwaite had been the subject of much speculation leading up to his loan move to La Liga side Leganes. Championship rivals Swansea City had been linked with a £9 million move for the Danish striker, whilst Alaves and Girona were also keen on the forward.
Braithwaite finally sealed his move to Leganes on loan until the end of the season and has made 3 appearances so far, including scoring against Barcelona in a 3-1 defeat.
Nathan McGinley, Forest Green Rovers - Permanent
Nathan McGinley joined Forest Green Rovers on loan in August 2018, with the deal including making the switch permanent in January 2019.
The 21-year-old left-back finalised his 18-month deal when the January transfer window opened.
Connor Ripley, Preston North End - Permanent
Having joined Boro a decade ago, the 25-year-old goalkeeper only made two senior appearances for the club. Despite Ripley’s reputation, Boro opted to sell the player to Championship rivals Preston North End for an undisclosed fee.
Talking about the move, Tony Pulis said “he’s got the potential to be a top keeper, what we’ve done is we’ve given him the chance.”
“We’ve got a massive sell-on, and the first option to buy him back. It’s a great deal for the kid, not just the football club.”
Luke Armstrong, Accrington Stanley - Loan
22-year-old Luke Armstrong joined League One side Accrington Stanley on loan until the end of the season.
The striker spent the first half of the campaign on loan at Gateshead, scoring 10 goals in 17 National League appearances.
“He has an eye for goal and is hard-working, there were quite a few clubs chasing him and we feel he can do a job for us” said Stanley manager John Coleman.
Armstrong made his league debut against Bristol Rovers on 12 January 2019.
Harry Chapman, Blackburn Rovers - Permanent
After spending the entirety of 2017/18 season on loan at Ewood Park, scoring one goal in 16 appearances, Harry Chapman completed a permanent switch to Blackburn Rovers in the January transfer window.
Despite signing a senior contract with Boro in 2015, Chapman never made a League appearance with all of his appearances coming in cup competitions.
Danny Batth, Stoke - Loan ended
Danny Batth joined Boro on a season-long loan from WolverhamptonWanderers in August and went on to make 13 appearances.
Wolves cut his loan spell short on January 29th to allow the defender to join Stoke City on a permanent £3 million deal.
Grant Leadbitter, Sunderland - Permanent
Grant Leadbitter’s spell at Boro came to end on January 29th when he rejoined his boyhood club.
Boro signed Leadbitter from Ipswich in 2012and he went on to make 244 appearances, playing a key role in gaining promotion back to the Premier League in 2016,
Upon his departure, Tony Pulis said “he’s been absolutely fantastic since I’ve been at this football club. I think he’s served the club brilliantly.”
“He’s a Sunderland lad, and it’d be a wonderful move for him. Grant has a lot of affection for Sunderland, as he does with this club.”
Leadbitter left a heartfelt message for the Boro fans upon his departure, saying “thanks to everyone for what has been such a wonderful and memorable part of my career.”
“Thank you one and all for the memories. You have a great football club with some special people working there.”
“It’s been a privilege.”
Sam Stubbs, Notts County - Loan
Notts Countyhave signed the 20-year-old defender on loan until the end of the season.
Stubbs joined Boro from Wigan in July 2018 and the centre-back will go straight into the Notts County squad to face Lincoln City this weekend.
“He’s a big, strong lad and very athletic,” said Notts County boss Neal Ardley. “He is an unbelievable talker.”
“He talks like a 25 and 26-year-old and has been taught a lot by the old man. He’s a very good defender and athletic.”
Hayden Coulson, Cambridge Utd - Loan
The 20-year-old left-sided player is capable in both defensive and in midfield roles and has joined Cambridge United on loan until the end of the season.
He developed through the Boro academy and has represented England at U16, U17 and U18 level.
George Miller, Barnsley - Permanent
George Miller completed a deadline permanent move to Barnsley. Miller had been on a season-long loan at Bradford City from Boro and as part of a three way agreement, will remain at Bradford City whilst becoming a permanent Barnsley player.
The 20-year-old striker joined Boro from Bury in 2017 for a reported £600,000.
Ste Walker, MK Dons - Loan
Having signed a four and a half year deal with Boro earlier this week, Walker joined MK Dons on loan until the end of the season in search of game time.
MK Dons manager Paul Tisdale said, “Stephen is a young, talented attacking player. We’ve spoken in-depth with Middlesbrough about him and they are more than happy for us to take him on loan so he can continue his development with us.”
The England Under-19 international has impressed throughout the Boro academy and he made his Boro senior debut in the Carabao Cup victory over Notts County.
Ben Liddle, Forest Green Rovers - Loan
Under-23’s midfielder Ben Liddle completed a loan deal to Forest Green Rovers late on the final day of the Januarytransfer window.
The 20-year-old joins NathanMcGinley at Forest Green Rovers, in the search of game time in the professional game.