Tottenham Hotspur's Sergio Reguilon is poised to make a significant move as the transfer deadline looms. The left-back is on track to join Manchester United on loan, marking a departure from his current club ahead of Friday's 11pm deadline. Football sources have revealed that Tottenham granted Reguilon permission to proceed with a medical examination for his loan move to Manchester United.

After returning to Tottenham from a season-long loan at Atletico Madrid, Reguilon participated in pre-season activities under Ange Postecoglou. However, he has yet to make an appearance for Tottenham this season and hasn't secured a spot in the matchday squad for the first four games. The emergence of Destiny Udogie and Ben Davies ahead of him in the pecking order made his departure seem likely.

Reguilon was previously linked with a potential move to Real Sociedad, but the loan signing of Arsenal's Kieran Tierney by the Spanish side redirected his trajectory. Now, it appears that Reguilon is en route to becoming a part of Manchester United's squad for the 2023/24 season.

Manchester United has faced challenges in the left-back position due to injuries to Luke Shaw and Tyrell Malacia. The addition of Reguilon is expected to alleviate these concerns once his transfer to Old Trafford is finalized. The move comes as a relief for Manchester United, who had been considering Chelsea's Marc Cucurella as an alternative solution following Shaw's injury. However, Cucurella will not be making the move to Manchester United.

Should the transfer be completed and Reguilon be registered with the Premier League by midday on Friday, he could potentially make his debut for Manchester United in their upcoming match against Arsenal on Sunday. If the registration process takes longer, Reguilon might make his debut after the international break when Manchester United faces Brighton & Hove Albion at home.

Following a season marred by injuries during his time at Atletico Madrid, Reguilon is eager to rejuvenate his career and secure a regular role with his new club, Manchester United. This potential loan move is just one of several deals being considered at Tottenham Hotspur Stadium before the transfer deadline. Other players, including Hugo Lloris, Japhet Tanganga, Eric Dier, and Tanguy Ndombele, could also be on the verge of securing moves away from the club.