Oosterwolde undergoing second Roma medical amid injury concerns
Quick summary
Defender Oosterwolde is undergoing a second medical examination with Roma as the Serie A club finalizes his transfer, with injury concerns reportedly prompting the additional check.
Full article
Attributed to original sourceJayden Oosterwolde is having the second stage of his medical with Roma on Wednesday, but there are growing reports that there are concerns about the injury that the Dutchman suffered in a recent Champions League qualifier with Fenerbahce.
Oosterwold has not yet completed his Roma medical Roma and Fenerbahce have shaken hands over a season-long loan deal with a potential €18m obligation to buy for versatile full-back Oosterwolde. The 25-year-old arrived in the Italian capital for his medical on Tuesday.
ROTTERDAM, NETHERLANDS – AUGUST 06: Jayden Oosterwolde of Fenerbahce in action during the UEFA Champions League Third Qualifying Round First Leg match between Feyenoord and Fenerbahce at Feyenoord Stadium on August 06, 2025 in Rotterdam, Netherlands. (Photo by Dean Mouhtaropoulos/Getty Images) According to reports from the Corriere dello Sport , Oosterwolde had the first part of his medical on Tuesday, which was routine and focused on his general physical health.
Oosterwolde is having the second stage of his medical on Wednesday, which will reportedly include an in-depth examination of the injury that the former Twente and Parma man suffered during Fenerbahce’s 2-0 victory over Sturm Graz in the first leg of their Champions League third-round qualifier on August 5.
Oosterwolde has reportedly returned to training following the muscular injury that he suffered against Strum Graz, but the Corriere dello Sport claims that the issue will still keep him out of action for another few weeks.
ROTTERDAM, NETHERLANDS – AUGUST 06: Jayden Oosterwolde of Fenerbahce battles for the ball with Ayase Ueda of Feyenoord in action during the UEFA Champions League Third Qualifying Round First Leg match between Feyenoord and Fenerbahce at Feyenoord Stadium on August 06, 2025 in Rotterdam, Netherlands. (Photo by Dean Mouhtaropoulos/Getty Images) La Gazzetta dello Sport adds that Roma also want to be sure that the player is not at risk of an immediate ‘relapse’ and that this will not be a recurring issue. The Pink Paper suggests that there is still a chance that Roma decide against proceeding with the transfer.
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What happened
Roma are pushing to complete the signing of Oosterwolde, but the deal has hit a snag due to injury concerns. The player is now undergoing a second medical examination to give the club a clearer picture of his fitness before they commit. The outcome of the medical could determine whether the transfer goes through at the current terms, is renegotiated, or collapses entirely. This is a critical stage in negotiations as Roma weigh the risk against the potential reward of acquiring the defender.
Chance analysis
Second medicals in football transfers are rarely routine — they signal that something raised a red flag during the initial assessment, whether it's a muscular issue, a previous injury history, or a fitness doubt. For Roma, the calculus now is whether to proceed at the agreed price, push for renegotiated terms, or walk away. Oosterwolde's ability and ceiling are clearly not in question, otherwise the club wouldn't have moved this far, but durability concerns at this stage of a deal can dramatically reshape both the fee and the wage structure. The coming days will reveal whether Roma are comfortable absorbing the risk or whether the injury cloud forces a rethink before the window closes.
Roma's defensive recruitment is in limbo pending the second medical result, potentially delaying or altering a key signing.