At club level he played with Na Piarsaigh and was also a member of the Cork senior hurling team.
McGregor first came to hurling prominence at juvenile and underage levels with Na Piarsaigh.
[1] He simultaneously lined out with the North Monastery in the Harty Cup before progressing onto the Na Piarsaigh senior team.
[2] McGregor also represented University College Cork in the Fitzgibbon Cup competition and was eventually noticed by inter-county selectors.
[4][5] McGregor made a number of the National League appearances and was an unused substitute when Cork beat Galway in the 2005 All-Ireland final.