Gasperini pushes to seal Greenwood deal before Roma training camp

Roma continue to pursue a left winger after weeks of searching, with Chelsea's Gittens emerging as a target. Gasperini's side want to bring the winger to the capital on loan, but Chelsea are reluctant to part with him on those terms. The situation hinges on Mudryk's future at Stamford Bridge. Chelsea are working on an exit for the Ukrainian forward, who is being directed towards a loan move to Strasbourg despite his preference to remain in the Premier League. If Mudryk leaves, Chelsea will have fewer options on the wing, with Rogers as the main reference point and Gittens as an alternative—precisely what makes it difficult for Roma to negotiate his departure. Roma's search for the right winger has been ongoing for months. Earlier targets including Fofana fell through after the Friedkin Group decided against pursuing the player due to physical condition concerns. With the transfer window closing soon, convincing Chelsea to release Gittens on loan will prove extremely challenging. Roma are trying, but the outcome depends on what happens with Mudryk first.

Jamie Gittens has struggled to replicate his Borussia Dortmund form since joining Chelsea in summer 2025 for more than €50 million. The English winger, who arrived at Dortmund from Manchester City's academy in 2020 at age 16, had emerged as one of Europe's most exciting attacking prospects during the 2024–25 season, scoring 12 goals and providing three assists while leading the Bundesliga with an average of 4.2 successful dribbles per match—well ahead of rivals Jamie Leweling, Michael Olise and Kingsley Coman. He also ranked second across Europe's top five leagues for successful dribbles that season with 76, behind only Lamine Yamal. At Chelsea, however, Gittens has managed only 29 appearances, two goals and six assists, hampered by muscular injuries and rotation policy despite the arrival of manager Xabi Alonso. The 2004-born winger's career at Dortmund was marked by repeated setbacks—a serious ankle ligament injury early in his development and a shoulder injury interrupted his progress before his breakthrough in the 2023–24 Champions League season. Gittens scored in a crucial match against AC Milan at San Siro that helped Dortmund reach the knockout stages. His 2024–25 campaign under Nuri Sahin and then Nico Kovac saw him finally deliver on his enormous potential with clinical finishing and elite dribbling. The article suggests Gian Piero Gasperini and Roma could provide the right environment for him to rediscover that form and reignite his trajectory.

Roma have been offered Oosterwolde, the Fenerbahçe defender who can also operate as a left-back, as the club continues to search for reinforcements with eleven days remaining in the transfer window. The Dutch defender has long been on Roma's radar, but his current status is a concern: he is out with a muscle problem, and Roma will conduct fitness evaluations before making any move. Any deal for Oosterwolde would have to be structured as a loan, matching Roma's approach to other potential signings. Luis Henrique is also being pursued on a temporary basis, though negotiations with Inter remain difficult—the Nerazzurri want to include a €28 million obligation in the agreement, creating distance between the clubs. Moves for Cacciamani and Udogie are considered unlikely.