Dave Challinor signed midfielder Matty Daly on loan from Huddersfield at the beginning of the 2021/22 season. The 20-year-old did a good job during his time at the club, providing an energy in midfield and a willingness to shoot at goal. The highlight of his spell was a stunning winner as Pools came from 2-0 behind to defeat Harrogate at the Vic. Daly also showed a particular liking for the Football League Trophy, scoring five times in the Papa John's-sponsored competition before being recalled by Huddersfield as Pools prepared to face Charlton in the quarter-finals.