Marvin Johnson, Ashley Fletcher, Britt Assombalonga, Nathaniel Mendez-Laing and goalkeeper Jordan Archer will all see their current deals expire at the end of the campaign, while Yannick Bolasie, Neeskens Kebano and Marcus Bettinelli are nearing the end of their loan moves.
Manager Neil Warnock said last week that he’s preparing for next season assuming those players will depart in the coming months – even if discussions are planned. So where would that leave Boro?
Warnock has already admitted signing another striker will be the club’s priority, while they’ll also need a new goalkeeper and potentially a couple of wide players.
With that in mind, we’ve put together what we think is Boro’s strongest starting XI and substitutes bench - excluding the players who will be out of contract.
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. BIRMINGHAM, ENGLAND - MARCH 02: A general view inside the stadium as players of Middlesbrough warm up prior to the Sky Bet Championship match between Coventry City and Middlesbrough at St Andrew's Trillion Trophy Stadium on March 02, 2021 in Birmingham, England. Sporting stadiums around the UK remain under strict restrictions due to the Coronavirus Pandemic as Government social distancing laws prohibit fans inside venues resulting in games being played behind closed doors. (Photo by Shaun Botterill/Getty Images)
Middlesbrough players warm up. Photo: Shaun Botterill

. GK: Dejan Stojanovic
Signed a three-and-a-half year deal at Boro in January 2020. Stojanovic has spent this season on loan at German second-tier side FC St. Pauli and clearly isn't fancied by Warnock. It seems clear Boro will need to sign a new goalkeeper for next campaign. Photo: Getty Images

. RB: Anfernee Dijksteel
Will be out for the rest of this season after an ankle operation. Has been a key player for Boro this season and should be again next term. Photo: George Wood

. CB: Grant Hall
After a tough few months with injury, the centre-back has been excellent in recent weeks and has been a commanding figure at the back. Photo: Stu Forster

. CB: Dael Fry
Boro have struggled when Fry has been out of the side this season and Warnock will need the defender to stay fit next term. Photo: Getty Images

. LB: Marc Bola
After a tough first season at Boro, Bola has become the club's first-choice left-back this season. The 23-year-old probably needs a bit more competition next season. Photo: Alex Burstow

1. GK: Dejan Stojanovic
Signed a three-and-a-half year deal at Boro in January 2020. Stojanovic has spent this season on loan at German second-tier side FC St. Pauli and clearly isn't fancied by Warnock. It seems clear Boro will need to sign a new goalkeeper for next campaign. Photo: Getty Images

2. RB: Anfernee Dijksteel
Will be out for the rest of this season after an ankle operation. Has been a key player for Boro this season and should be again next term. Photo: George Wood

3. CB: Grant Hall
After a tough few months with injury, the centre-back has been excellent in recent weeks and has been a commanding figure at the back. Photo: Stu Forster

4. CB: Dael Fry
Boro have struggled when Fry has been out of the side this season and Warnock will need the defender to stay fit next term. Photo: Getty Images