← All stories
Chelsea demand obligation to buy for Gittens deal to progress
·23 August 2026·45d ago

Chelsea demand obligation to buy for Gittens deal to progress

Source: GialloRossi.net

Roma continue to pursue winger Jamie Bynoe-Gittens, but Chelsea have signalled a change in the structure required to make a move happen. According to Fabrizio Romano and Matteo Moretto, Chelsea will not sanction a departure on a simple loan with an option to buy. Instead, the London club are demanding guarantees of a permanent transfer—specifically a loan with an obligation to buy, potentially tied to easily achievable conditions that would effectively guarantee a permanent sale. Chelsea do not regard Gittens as surplus to requirements; they see him as a player capable of remaining useful within their squad, which explains their reluctance to part with him on softer terms.

Roma's previous proposal—structured as a loan with an option to buy—has been rejected on this basis. Should Roma pursue Gittens further, they will need to move closer to Chelsea's demands and accept a far more binding financial commitment. If the club chooses not to accept those terms, they will be forced to explore alternative targets to provide head coach Gian Piero Gasperini with the attacking winger he has requested.

Meanwhile, the transfer of Jayden Oosterwolde is now finalised in principle. An agreement with Fenerbahçe has been reached, with only final bureaucratic steps remaining before the deal closes. Roma's transfer activity may not end there: director Tony D'Amico continues to work on multiple fronts, and further moves in the coming days cannot be ruled out.

● AI Generated Summary

This summary was generated by an AI model. Always read the source for complete and accurate information.

Story Coverage2 sources on this story

Roma's pursuit of Chelsea winger Jamie Bynoe-Gittens has hit a significant roadblock after the club's initial proposal was rejected by the Premier League side. Head coach Gasperini specifically requested the move, but Chelsea have made clear they will not sanction a departure on Roma's preferred terms. Roma tabled a loan deal worth €3 million with a purchase option around €40 million, but the English club rejected this structure outright, signalling they have no intention of letting Gittens leave without far stronger guarantees of a permanent sale.

Chelsea's position centres on a fundamental demand: Roma must either commit to a permanent transfer immediately—which the Giallorossi cannot currently afford—or accept a loan with an obligation to buy tied to easily achievable conditions that would effectively guarantee a permanent deal. Retesport and GialloRossi.net both confirm this stance. Chelsea do not regard Gittens as surplus to requirements and believe he remains capable of contributing to their squad, explaining their reluctance to negotiate on softer loan terms. Gittens's representation is handled by the same agency that represents Jadon Sancho, adding another layer to ongoing negotiations.

Should Roma wish to advance their pursuit, they will need to move substantially closer to Chelsea's demands and accept a binding financial commitment. If the club declines these terms, they will need to explore alternative attacking options for Gasperini. Meanwhile, GialloRossi.net reports that Roma's transfer activity extends beyond Gittens, with director Tony D'Amico working on multiple fronts and the Jayden Oosterwolde move to Fenerbahçe now finalised in principle.

AI synthesis of all sources below — always check the originals.

Testo Originale / Source Text

“La Roma continua a lavorare per Jamie Bynoe-Gittens, ma per arrivare all’esterno inglese servirà un cambio di formula. Secondo gli ultimi aggiornamenti di Fabrizio Romano e Matteo Moretto, il Chelsea non intende infatti cedere il giocatore con un semplice prestito e diritto di riscatto: per aprire…”

Read the full article in Italian at GialloRossi.net.

Read original on GialloRossi.net →

More Transfer News

Aston Villa move ahead in race for Endrick
Transfer NewsSquad News● AI
4h ago

Aston Villa move ahead in race for Endrick

AS Roma are already planning reinforcements ahead of the January transfer window, with head coach Gasperini keen to add a forward to strengthen the squad. The primary target remains Endrick of Real Madrid, the Brazilian who was in Roma's sights last summer and continues to struggle for minutes under Mourinho, having played only four minutes so far. Real Madrid are open to allowing him to leave, even on loan. Milan are also interested, but Aston Villa have emerged as serious contenders. According to Cadena SER, the Birmingham club have moved to the front of the queue and hold an advantage over both Italian sides. Endrick's lack of playing time at the Bernabéu has made him available for a potential move away from Spain.

Roma's interest in Doumbia reignited after Italy debut; €80m release clause confirmed
Transfer NewsSquad News● AI
7h ago

Roma's interest in Doumbia reignited after Italy debut; €80m release clause confirmed

Roma have renewed their interest in Issa Doumbia following his maiden start for Italy against Turkey on Sunday, which the Giallorossi won 3–1. The 22-year-old Sporting CP midfielder impressed Roma and Juventus during the match, according to Turkish journalist Ekrem Konur. Doumbia played the full 90 minutes and was involved in the build-up to Italy's first and third goals, a display that has brought fresh attention to a player Roma were already monitoring during the summer transfer window. Doumbia moved from Venezia to Sporting in June and signed a contract until 2031 with the Portuguese club. His agreement includes a €80 million release clause, officially confirmed by Sporting at the time of his transfer. That figure does not necessarily represent Sporting's asking price for any negotiation, but demonstrates the club's confidence in the player and the difficulty of engineering a move in the near term. For now, Roma's stance appears to be one of interest and observation rather than active pursuit. The midfielder's performance in the Stadio Olimpico victory gave him a significant platform at international level. His involvement in two of Italy's goals under Roberto Mancini underlined the quality that has drawn Roma's eye previously, and the display has intensified Italian clubs' focus on a prospect already known to the Giallorossi.

GialloRossi.netRead original →
Sarri on De Roon's Roma move: 'He never spoke to me'
Transfer NewsSquad News● AI
9h ago

Sarri on De Roon's Roma move: 'He never spoke to me'

Maurizio Sarri, the current Atalanta manager and former Lazio head coach, addressed Marten De Roon's departure to Roma in an interview with Corriere di Bergamo. The transfer sparked controversy among Atalanta supporters, who displayed a banner during the Atalanta–Cagliari match reading: 'You chose to pass through our history but not to belong to it… Goodbye'. Gian Piero Gasperini defended De Roon in his press conference, saying: 'What was he supposed to do? The old shoe.' Sarri offered his own perspective on the midfielder's exit, stating: 'With me he never spoke; he dealt directly with the club.'

More on Jayden Oosterwolde

Player profile →
Roma-Endrick negotiations stall: what must happen to close the deal
Transfer NewsSquad News● AI
1d ago

Roma-Endrick negotiations stall: what must happen to close the deal

Roma's pursuit of Real Madrid forward Endrick remains at an impasse two months after a summer rejection, with the Spanish club offering neither discussion nor closure on a potential move. The international break has revived interest in the 20-year-old, who has made only four minutes of league action and no Champions League appearances under Carlo Ancelotti and remains keen to leave in search of regular playing time. Endrick has repeatedly told Real Madrid he wants to join Roma and wear the giallorosso, most recently reiterating this to José Mourinho before reporting to the Brazilian national team two weeks ago. Ancelotti has publicly acknowledged the forward needs consistent minutes to develop. Head coach Gian Piero Gasperini has not prioritised the signing, concentrating instead on upcoming fixtures rather than transfer activity—a perspective that makes sense given the January window lies three months away. Roma's primary target remains a winger with specific qualities: physically strong and capable of explosive pace. Endrick is not that profile, though Gasperini would accept him as a secondary option, potentially deploying him on the right wing or as a second striker. The first-choice targets remain Chelsea's Gittens, Stuttgart's Lewelling and Zenit's Luiz Henrique, all of whom were discussed in the closing stages of the summer market and remain on Roma's radar. Only Henrique received significant playing time after negotiations halted in August. Another barrier exists: the Friedkin family's likely demands for departures before any arrival. Soulé has been repeatedly pursued—both in summer and now through the winter window—while a possible move for defender Oosterwolde could mean Rensch or Ghilardi leaving. Oosterwolde was abandoned at the end of August due to physical problems, which are reportedly now resolved. For any Endrick deal to progress, Real Madrid must break its silence, the player must remain committed despite minimal minutes, and Roma must find clarity on squad-trimming priorities.

Roma to pursue Oosterwolde again in January
Transfer NewsSquad News● AI
1d ago

Roma to pursue Oosterwolde again in January

Roma could reopen talks with Jayden Oosterwolde during the winter transfer window after a summer move collapsed over medical concerns. The club had scheduled the defender's medical examinations before completing the deal, but assessments revealed a significant muscle tear that required surgery and an estimated three-month recovery. Roma chose not to proceed at that point, but have kept the 2001-born left-back on their radar. Director of sport Massimo D'Amico continues to monitor Oosterwolde's progress, and head coach Gian Piero Gasperini had already approved the move when it was being considered in summer, signalling how highly the former Parma player was valued for the project. The failed summer operation has not damaged relations between the parties. Roma will reassess Oosterwolde once he returns to full fitness and provides sufficient physical guarantees, with the January window offering a chance to revive negotiations that seemed all but done before the injury setback. A recent sign of sustained interest came during Roma's Champions League fixture against Istanbul, when Oosterwolde greeted several Roma players and subsequently held talks with Gasperini and his staff. Much will depend on the Dutch defender's recovery and Roma's own evaluation, but he remains a profile to watch for the giallorossi's left flank.

Roma haven't given up on Oosterwolde: January window could reopen talks
Transfer NewsSquad News● AI
1d ago

Roma haven't given up on Oosterwolde: January window could reopen talks

Roma's interest in Jayden Oosterwolde has not ended despite the dramatic collapse of negotiations last summer. The Dutch player arrived in the capital for medical examinations, but concerns emerged over his muscle injury during those tests. In early September, he underwent surgery with a recovery period estimated at around three months. Director Tony D'Amico and head coach Gian Piero Gasperini have kept Oosterwolde on their radar, with January potentially offering a second opportunity to complete the deal. Gasperini had already approved the move in summer, and both he and D'Amico continue to monitor the player's rehabilitation. The club has not crossed Oosterwolde off their list and remain interested in the former Parma player once he returns to full fitness. A recent encounter in Istanbul before Roma's match against Fenerbahçe showed the relationship remains intact: Oosterwolde greeted several Roma players and met with Gasperini, the medical staff and the fitness team. Roma are watching the progress of his recovery without urgency but without having closed the door either. If his physical condition provides adequate assurances, January could bring Oosterwolde back to the centre of Roma's transfer activity. The summer halt to negotiations need not mark the end of the story.

GialloRossi.netRead original →
Feedback