Born: 5 February 1998, Dartford, Kent

Position: Midfield

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Sheaf started his youth career with West Ham United at the age of 13. Played just the one Under-17 match for the Hammers in a behind-closed-doors friendly with Tottenham Hotspur on 16 September 2013.

Joined the Arsenal youth setup on 2 July 2014. He earned the praise of senior team manager Arsène Wenger who said that Sheaf was "always ahead of the game". He scored his first goal for the Arsenal U19 in a 3–2 victory over Greek club Olympiacos on 29 September 2015, where he found the net in the 41st minute from the penalty spot. 
In October 2015, Sheaf was invited to train with the first team, and days later he was an unused substitute in the club's 3–0 defeat against Sheffield Wednesday. He made his first-team debut for Arsenal on 19 October 2017, coming on as an 89th-minute substitute in a 1–0 victory over Red Star Belgrade in the UEFA Europa League. 
Sheaf joined League Two side Stevenage on loan on 26 January 2018, joining the Hertfordshire club on a deal until the end of the 2017/18 season. He made his debut in a 2–0 loss against Notts County in League Two on 24 February. He made 10 appearances for the side by the end of the loan spell. 
Sheaf joined League One side Doncaster Rovers on loan on 12 July 2019, joining the League One side for six months. He made his debut and was named in the starting line-up in a 1–1 draw against Gillingham on 3 August. His loan deal was extended until the end of the 2019/20 season on 7 January 2020. Sheaf played 38 games in all competitions for the side. 
On 4 September 2020, Sheaf joined newly-promoted Championship side Coventry City on a season-long loan deal with the option to make the deal permanent after. He made his first appearance for the club in a 2–1 defeat against Bristol City on 12 September. 

Sheaf signed for Coventry City on a 3 year deal in July 2021.