Career
He has previously played for Sunderland, Scunthorpe United and Boston United in England. Royal Antwerp in Belgium. And in Ireland; Dundee United in Scotland, and in Canada.
Ryan played his youth days for Belvedere before moving abroad.
He started his professional career at Sunderland making two substitute appearances in the Premier League in 2003. His debut came in the Tyne–Wear derby in April 2003.
He signed for Scunthorpe United initially on loan in March 2005. This became a permanent move in June.
The following season he signed for Boston United.
He left the club a year later after their double relegation, intending to return to his native Ireland. Ryan signed for Royal Antwerp in July 2007, making his competitive début in a 4-1 defeat to Kortrijk on 30 September, before moving back to He made his League of Ireland debut for Sligo in a 1-0 defeat to Cork City at the Showgrounds on 3 August 2008.
He scored his first goal for the club in a 2-2 draw with Cork City in the 2009-2010 Setanta Sports Cup, Sligo"s first ever goal in the competition.
He struggled to get a regular place in the side for his first year and a half as he struggled with fitness but came into his own with a string of highly impressive passing displays in the successful 2010 season. This was Ryan"s first time winning an FAI Cup as he was suspended for the 2010 Final.
Ryan signed for Scottish Premier League side Dundee United in November 2011. He joined his new teammates in January 2012, making his debut as a substitute in a 2-1 defeat by Aberdeen on 2 January.
On 25 July 2013 it was announced that Ryan had left Dundee United by mutual consent.
On 7 August it was announced that he had signed foreign He made his league debut two days later. Ryan signed with North American Soccer League club Football Club on 10 December 2013.
After two years with Ottawa, Ryan transferred to Jacksonville Armada Football Club on 15 December 2015.
Club Individual.