
Anfield Index
·9 July 2025
Liverpool academy prospect leaves in pursuit of new opportunity

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Yahoo sportsAnfield Index
·9 July 2025
At Liverpool, the academy remains a place of both promise and pragmatism. It births stars, yes, but it also lets them go. For every Conor Bradley or Jayden Danns carving a path toward the first team, there are others whose journeys take a different shape.
Keehan Barrett-Underwood, once seen as part of Liverpool’s rich defensive pipeline, has chosen to redraw the map. The 16-year-old defender, who featured for the Reds at U16 level and represented the United States at youth level, has left the club.
His destination? Sheffield United. A decision taken with the kind of quiet resolve that often defines early-career pivots. “I’ve decided to leave as I need to develop on a different path,” he posted on Instagram, alongside a photograph of him putting pen to paper at the Blades academy.
Barrett-Underwood leaves Liverpool with warm words and a clear sense of direction. “Thank you so much Liverpool for all the great memories I have made along the way and thank you to all my teammates for helping me on my journey,” he wrote. “I will miss all of you guys but it is time for me to develop on a different journey.”
There is a candid grace to his message, one that mirrors the uncertain rhythms of modern academy football. Leicester City were the first to test the waters, taking him on trial in November 2024. But it is Sheffield United who have secured his signature ahead of the new season.
A club statement confirmed: “Barrett-Underwood joined towards the end of the season from Liverpool,” as part of a wider intake of ten scholarship players. He will now be part of their setup for the 2025/26 Professional Development League campaign.
Liverpool’s academy remains one of the most fertile in Europe. But the sheer volume of talent, particularly in defensive areas, often leads to exits like this. Barrett-Underwood’s path may have diverged from Merseyside, but the door is never entirely closed in football. Especially not when a player has both ability and the self-awareness to seek a better fit.
There is no shame in moving on. Only honesty. And in Barrett-Underwood’s case, a ‘fresh start’ with clarity.