Harry Webster

Harry Webster was named Gillingham's Academy Player of the Year for 2024/25, a season in which he also made his first-team debut and signed his first professional contract.

He came to the club's academy in 2018, at the age of 11, and worked his way up through the age groups to the Under-18 and Under-21 sides. In September 2024 he put pen to paper on a two-year professional deal, which runs to 2027. His competitive debut for the senior team came the same month.

The next step was experience away from Priestfield. In February 2025 Webster went on loan to Chatham Town, where he stayed until April. On 1 August 2025 he joined Ramsgate on loan for the 2025/26 season, a second spell in non-league football. He was back at Gillingham in September 2025.

Since returning he has appeared for Gillingham in the EFL Trophy and in League Two, and he is part of the club's squad for 2026/27. As a Gillingham academy graduate, he has come through the club's own system, and every move away from it so far has been a loan.

Webster is a right-footed player from Kent. He has not yet won a senior trophy, and his career at first-team level is still at an early stage.