Phillips fails medical, Middlesbrough transfer collapses

Ashley Phillips’ permanent move to Middlesbrough is in danger of collapsing after medical checks raised concerns about his fitness.

Tottenham Hotspur agreed a fee with Middlesbrough in January, but the transfer is now in jeopardy because doctors at the Championship club have flagged issues during routine examinations. Phillips, a 20-year-old defender, has been a key part of Spurs’ Premier League squad this season but has yet to make his senior debut. Middlesbrough had been preparing to finalize the deal this week, but the club’s medical team has raised red flags over Phillips’ long-term fitness.

The concerns are not thought to be career-threatening but could delay or derail the transfer. Phillips has had injury setbacks in the past, including a hamstring issue earlier this season, and Middlesbrough are understood to be cautious. The club has not yet commented publicly, but Tottenham are aware of the situation and are waiting for further updates. A collapse of the deal would be a setback for Boro, who have been rebuilding under manager Michael Carrick with a focus on young talent.

If the medicals are not passed, Middlesbrough could pull out of the deal entirely. Phillips would remain at Spurs, where he has been training with the first team but remains on the fringes. Tottenham are not under pressure to sell him, but the player himself may push for regular football elsewhere if his chances at Spurs remain limited. The saga highlights the risks of transfers, even when clubs agree fees in principle.