[4] Connolly joined the nemo Rangers club at a young age and played in all grades at juvenile and underage levels.
He first enjoyed success with the club's under-21 team, claiming a Cork County U21AFC after top-scoring with 1-04 in the 2-13 to 0-05 win over Bantry Blues in the 2012 final.
[5] By this stage Connolly had already joined the Nemo Rangers senior team, having made his debut in a 0-12 to 1-07 win over Ballincollig in the first round of the 2011 Cork County Championship.
On 25 October 2015, Connolly won his first County Senior Championship medal after lining out at full-forward in the 1-10 to 0-11 defeat of Castlehaven in the final replay.
[17] On 14 May 2013, Connolly was held scoreless from left corner-forward when Cork suffered a 1-14 to 1-11 defeat by Galway in the 2013 All-Ireland under-21 final.