Ben played for Cobh Ramblers' U19 squad for the 2015 and 2016 seasons, and was also added to the Cobh Ramblers' senior squad by Stephen Henderson ahead of their 2016 First Division campaign. Ben's senior debut came in the FAI Cup clash with Cherry Orchard on 21 May 2016 and he made his league debut eight days later against Waterford United at St Colman's Park. By the end of his first season of senior football Ben had made 14 league appearances for the Rams as well as three more in the FAI Cup.

Ben re-signed for Cobh ahead of the 2018 season. Ben then re-signed for the 2019 season. In December 2020, Ben re-signed with Cobh ahead of his seventh season with the club. Prior to 2021, Ben had made 111 first team appearances for Cobh Ramblers. In 2020, he featured 11 times during the Covid disrupted season.