Ollie signed his first senior deal with the Blues in January 2022. The Academy Captain during the 2021/22 season, Ollie was part of the Under-19’s side that clinched the National League Alliance Cup back in March 2021. Heywood, who is known to be a left-back that can also operate in midfield, has had a spell of men’s football with Runcorn Linnets last term. Ollie made his senior debut as a substitute in a 2-1 home defeat to Chorley in March 2022. Heywood scored his first senior goal in March 2023 in a win at Blyth Spartans, and has now made 50 appearances for the club.