At Drogheda he earned two senior medals, the first arriving when the Louth side won the FAI Cup in 2005, and two years later when they claimed the league championship, the first in the club's history.
After leaving Drogheda, Keegan signed for Bohemians in January 2009 and slotted seamlessly into his favourite position of central midfield.
During the 2010 season, Keegan was named captain for a League of Ireland XI that would play Manchester United in a friendly match at the newly opened Aviva Stadium.
[4] At the end of the 2010 season, with his future at Bohs in doubt due to financial difficulties at the club, he spent time on trial at Reading and Doncaster Rovers.
[9] Keegan had a solid beginning to the season with 13 consecutive starts in League games after missing the first match, and then he picked up a hamstring injury preventing him training until January.
[11] Just one day after signing Keegan scored his first goal for the club and it proved to be a crucial one as Waterford beat Longford Town 1–0 which kept them in the driving seat for the title.