As the 2025 summer transfer window heats up, West Ham United and Everton have emerged as frontrunners in a race to sign Sergio Reguilón, the 28-year-old Spanish left-back who became a free agent after his contract with Tottenham Hotspur expired. According to Caught Offside, both Premier League clubs are keen to secure the services of the experienced defender, who has also drawn interest from Serie A giants Juventus and AC Milan, as well as Bournemouth. With his Premier League pedigree and no transfer fee required, Reguilón represents a potential bargain for either club looking to strengthen their defensive options.
Reguilón’s Career Journey
Sergio Reguilón rose through Real Madrid’s youth academy before making a name for himself during a loan spell at Sevilla in the 2019-20 season. His standout performances, which included winning the UEFA Europa League, prompted Tottenham Hotspur to sign him in September 2020 for approximately £28 million. Reguilón initially impressed at Spurs, contributing six assists in 36 appearances during his debut season. However, his form dipped, and he struggled to secure a consistent role under subsequent managers, including Antonio Conte and Ange Postecoglou.
Over the past few years, Reguilón has been on loan at Atletico Madrid (2022-23), Manchester United (first half of 2023-24), and Brentford (second half of 2023-24), where he showed flashes of his attacking flair, particularly with four assists in 16 appearances for Brentford. Despite these contributions, Tottenham opted not to renew his contract, leaving him free to explore new opportunities. His 81 Premier League appearances and six caps for Spain highlight his experience, making him an appealing option for clubs seeking depth without financial risk.
🇪🇸 Sergio Reguilón | 28 | LB/LWB | Free Agent | 178 cm
— 47 (@47_scouting) July 9, 2025
MV: €6m
Attacking fullback/wingback with experience at top clubs like Real Madrid, Sevilla, Atlético Madrid, Manchester United, and Brentford. Despite limited game time in recent years, he impressed on loan at Brentford pic.twitter.com/lLCoS92TY9
Everton’s Pursuit of Depth
Everton, managed by David Moyes, are also in the market for a left-back to provide competition and cover for their first-choice option, Vitaliy Mykolenko. While Mykolenko has been a reliable performer, Moyes is keen to bolster the squad’s defensive options, particularly with the club’s ongoing transition to their new stadium and ambitions to remain competitive in the Premier League. Reguilón’s attacking threat from the left flank could complement Mykolenko’s more defensively-oriented style, offering Everton tactical flexibility.
As a free agent, Reguilón represents a cost-effective signing for Everton, who are navigating financial constraints while aiming to make smart investments. His ability to join even after the transfer window closes adds further appeal, allowing the Toffees to carefully assess their options.
Competition from Other Clubs
In addition to West Ham and Everton, Bournemouth have entered the race for Reguilón. Despite signing Adrien Truffert from Stade Rennais to replace Milos Kerkez, manager Andoni Iraola is reportedly seeking additional depth at left-back. However, Bournemouth’s interest appears less advanced than West Ham’s. Meanwhile, Reguilón’s agent has offered him to Serie A clubs Juventus and AC Milan. The latter are particularly keen to replace Theo Hernández, who recently joined Al-Hilal, but are also considering other options like Real Madrid’s Fran García and West Ham’s Emerson Palmieri. Neither Italian club has made a concrete move, leaving the door open for a Premier League return.
Sergio Reguilon #UELfinal pic.twitter.com/Sqk9HaFiX8
— H (@HQpcrt) May 22, 2025
Why Reguilón is a Shrewd Signing
Reguilón’s availability as a free agent makes him an attractive proposition for both West Ham and Everton. His pace, technical ability, and experience in high-pressure environments—demonstrated during his time at Real Madrid, Sevilla, and various Premier League clubs—offer immediate value. While his career has faced challenges, notably his inability to secure a permanent role at Tottenham and a lackluster loan at Manchester United, his performances at Brentford showed he can still contribute effectively, particularly in an attacking system.
For Everton, he offers a low-risk option to support Mykolenko and add an attacking dimension. His free agent status eliminates the need for a transfer fee, allowing either club to allocate resources elsewhere while addressing a key positional need.
