 Gregg appeared to have rejoined Bray Wanderers for the 2008 season, but re-signed for UCD when Quigley left the club.He began the 2008 season as first choice keeper and firmly claimed the number one spot as his own with some vastly improved performances including a dramatic equalising injury time headed goal against Cobh Ramblers.In December 2008, he was short-listed for the Eircom/Soccer Writers Association of Ireland Goalkeeper of the Year award, but lost out to Bohemians keeper Brian Murphy.