Roma bid for Oosterwolde with €20m package as search for winger continues

Arsenal have entered the chase for Roma's Wesley, joining Manchester United and Newcastle in monitoring the Brazilian winger. The Gunners are tracking Wesley as part of their search for reinforcements on the flanks, with the 23-year-old having drawn widespread English attention for his form under Gian Piero Gasperini. Wesley has become one of Europe's most closely watched wingers and has demonstrated his ability to operate on both flanks. Wesley's valuation has risen sharply. Around a year ago, the Brazilian was valued at approximately €30 million; current reports from England suggest that figure has nearly doubled. Roma are now seeking €60 million to consider negotiations. The club has not signalled any intention to sell Wesley, who remains a key part of Gasperini's project. However, the interest from top English sides continues to intensify, with Arsenal, Manchester United, and Newcastle identified as the three clubs most closely following his situation. Monaco's Vanderson is also attracting attention from the same trio of Premier League clubs, valued around €40 million and considered a more accessible alternative. For Wesley, the asking price reflects his status as a top-tier prospect: any club wishing to sign him will need to present an offer befitting a player of that calibre.

Gian Piero Gasperini has revealed he feels consistent backing from the Friedkin Group but wants to see them more engaged with Roma. In an interview with Sky Sport, the coach said: "I always feel their trust and support even though they come to Rome very little. Now they have put in Galantic who certainly makes a tighter connection between Roma and them. My objective remains clear: to get them more involved, not for me but for them and for the fans." Gasperini was discussing his experience at the club while unveiling a new wine label called "3-4-3" produced in Piedmont at Cascina Gilli in Castelnuovo Don Bosco (Asti). Roma continue to pursue Endrick as an attacking reinforcement. Director Tony D'Amico has reopened decisive contact with the entourage of the Brazilian Real Madrid forward during the international break, testing the 2006-born talent's willingness to move to the capital. Endrick has signalled openness to a Roma transfer, though Milan remain strong competitors. His season at Madrid under Mourinho has been complicated, featuring limited appearances and an injury that has hampered his output—a situation pushing him to explore new opportunities for regular playing time. Midfielder Rodrigo Mora has been included in the final 25-man shortlist for the Golden Boy 2026 award, football's annual prize for the best European player under 21. Mora received his place via a wild card alongside Mastantuono, Gadou, Kostoulas and Espart. The honour, created in 2003 by Tuttosport, recognises emerging talent from across Europe's top divisions. Meanwhile, Bryan Cristante's recovery timeline has extended. According to radio commentary, the midfielder sustained a collateral ligament injury, with rehabilitation expected to take approximately one month—longer than initially anticipated. Roma's defence has been singled out as one of Serie A's strongest this season.

AC Milan are emerging as frontrunners ahead of Roma in the race to sign Real Madrid's Endrick, with signs increasingly pointing towards the Rossoneri as favourites for the deal. Both Serie A clubs showed interest in the attacker during the summer, but Milan's position appears to have strengthened significantly in recent weeks. Roma may have an opportunity to discuss a potential deal with Real Madrid when the two clubs meet in the Champions League later in the month. However, La Gazzetta dello Sport report that Milan have strong structural advantages in their pursuit. The club's RedBird ownership maintains a good relationship with Endrick's representatives at RocNation, with Gerry Cardinale himself close to the agency that would facilitate any transfer. AC Milan and Roc Nation have been united since 2020 in what was described as a "unique partnership, driven by innovation, community, integrity, and inclusion", according to the official announcement of that deal. Milan and Real Madrid have also demonstrated a friendly working relationship in the past, having previously completed a move for Brahim Diaz. Should Los Blancos require assistance with Endrick's further development, circumstances could prove favourable for the Rossoneri. Milan may also soon face challenging news regarding the fitness of Alexis Saelemaekers.

Gian Piero Gasperini is already planning Roma's January window despite the club sitting top of the table with a functioning attack led by Dybala and Malen. Between appearances at the Trento Festival and work at Trigoria, Roma are targeting reinforcements in the attacking department, focusing on players currently struggling for minutes at their clubs. A conversation between CEO Galantic and Gasperini at the festival underscores Roma's philosophy of planning winter moves in advance. Roma's priority remains a quality wide forward, with evaluation also ongoing into a more complete profile like Oosterwolde. Four players already tracked in the summer transfer window remain in the club's sights: Gittens, Leweling, Luiz Henrique and Endrick. The common thread linking them is a shortage of regular playing time. Gittens, a Gasperini favourite, has yet to debut in the Premier League. Leweling plays only sporadic minutes at Stuttgart and was excluded from the initial squad list under new national team coach Klopp. Luiz Henrique remains blocked in Russia by bureaucratic issues that have also cost him national team call-ups. Endrick's situation is the most delicate. Mourinho secured him at Real Madrid over the summer, but the Brazilian has virtually disappeared: just four minutes across La Liga and the Champions League combined. That picture of underuse could shift as soon as November, when UEFA will make decisions on the Settlement Agreement, opening new scenarios potentially favourable to Roma heading into the winter market.

Head coach Gian Piero Gasperini is pressing Roma to strengthen their attacking ranks in the January transfer window, a priority that remained unmet during the summer. At the Festival dello Sport in Trento, CEO John Galantic was asked about a possible January arrival and responded: "Nice question." Gasperini immediately added: "Very nice." While the comment was partly tongue-in-cheek, it underscores the coach's determination to add an attacking winger, a position he had already requested in the summer window. Roma's focus remains on securing an attacking wide player, though the club has also considered a full-back option in Jayden Oosterwolde. Four names dominate the shortlist: Jamie Gittens, Jamie Leweling, Luiz Henrique and Endrick. A common thread links most of them — they are struggling for minutes at their current clubs. Gittens, reportedly among Gasperini's preferred targets, has not yet made a Premier League appearance. Leweling has accumulated only 146 minutes across Bundesliga, German Cup and Champions League competition for Stuttgart without starting a match, a lack of game time that also cost him a place in Jürgen Klopp's initial squad list as Germany's new national team coach. Luiz Henrique remains in Russia following bureaucratic obstacles that delayed Roma's pursuit last summer; the Brazilian has also lost ground in the national team setup, making a January reopening of talks less straightforward. Endrick represents a different scenario. The Brazilian was close to Roma in the summer before José Mourinho chose to retain him at Real Madrid. The Portuguese manager had praised him publicly, but has given him only four minutes across league and Champions League fixtures so far. Should his situation remain unchanged, a loan move could become realistic in January. Financial constraints will prove decisive. UEFA's ruling on Roma's Settlement Agreement breach is due in November, and that verdict may constrain the club's negotiating room. Gasperini's technical priority is unmistakable — an attacking wide player — but the scope for converting that request into a concrete deal remains to be determined by the financial outlook.

Roma remain fixed on an attacking winger for the January transfer window, with four candidates dominating discussion at Trigoria: Leweling, Gittens, Luiz Henrique and Endrick. Head coach Gasperini is methodical in his approach—this is his familiar pattern, reshaping the squad when the window reopens. The club also has a full-back slot in mind, though a potential return to Oosterwolde cannot be ruled out. The winger target, however, commands the focus of sporting director D'Amico and Roma's recruitment team. Each of the four front-runners faces obstacles at their current clubs. Gittens, reportedly Gasperini's preference, has yet to debut in the Premier League and suffered an injury while on U21 duty. Leweling has accumulated only 146 minutes of action and missed selection in the new national team coach Klopp's initial squad of 44 players during a difficult phase at his club. Luiz Henrique remained in Russia due to bureaucratic issues and lost his international call-up, making a January move appear unlikely. Endrick, protected and blocked by Mourinho in summer, has been sidelined at Real Madrid with just four minutes of playing time granted. Much hinges on November, when UEFA will rule on Roma's alleged breach of the Settlement Agreement. The expectation is that a loan deal with a purchase option—a formula rejected by the club in summer—may now gain traction and suit Gasperini's requirements.