Middlesborough are attempting to complete a deal to sign Yannick Bolasie on loan from Everton.
The 31-year-old winger almost joined Boro two years ago but decided to move to then-Championship rivals Aston Villa instead.
Talks have already taken place and it is understood Bolasie is keen on a move to the Riverside.
Bolasie worked under current Middlesbrough manager Neil Warnock during their spell together at Crystal Palace in 2014.
A deal will need to be completed before Friday’s 5pm deadline.
The DR Congo international joined Everton from Palace for £25m in August 2016, but suffered a serious knee injury less than four months later.
He has featured just 32 times for Everton in four years, with his last appearance for the club coming back in May 2018.
Bolasie has spent the past two seasons out on loan, having spells with Villa, Anderlecht and Sporting Lisbon.
He has less than a year remaining on his contract at Everton.
A domestic transfer window between Premier League and EFL clubs remains open until October 16 – dubbed Deadline Day Two – but how does it work?
The international deadline – where English clubs could buy, sell and loan players from abroad – closed on October 5, but an agreement between Premier League and EFL teams means players can still be transferred in England.
Following consultation between the leagues – and because FIFA allows a summer transfer window to run for up to 12 weeks – Premier League clubs can still do business with EFL sides for a further 11 days in a bid to bolster their squads.
They can make loan or permanent signings, as well as selling, but there cannot be transfers between Premier League teams.
All EFL clubs can still do domestic business with any English team up until Deadline Day Two on Friday.
The domestic transfer window will run until 5pm on Friday, October 16.