He made his League of Ireland debut for UCD away to Sligo Rovers on the 15th of February 1997. Barry's previous clubs include Dublin City, Shamrock Rovers and UCD.
He made his Rovers debut on the 11th of April 2003 keeping a clean sheet against Drogheda United but was sacked by Shamrock Rovers later that season after testing positive for cocaine. During his time with Rovers he made 4 European appearances keeping one clean sheet playing in the UEFA Intertoto-Cup and made a total of 28 appearances.
After a 9 month ban he returned with Dublin City but could not forestall the Vikings' relegation and was dropped in favour of Robbie Horgan for the final handful of games. After Dublin City became extinct, he was signed by St. Patrick's Athletic.
Ryan was released by St. Patrick's Athletic in January 2009, and moved to Galway United.
Ryan was out of contract with the west of Ireland club before the 2010 season, but his re-signing was announced on the 2nd of February 2010.
It was announced in December 2010 that Ryan will not be renewing his contract with Galway United but instead going to Limerick for the 2011 season, this is widely believed to be because of a mixture of Galway United's financial predicament and also family reasons.
His younger brother Dave also plays in goal for Limerick [http://www.eleven-a-side.com/eircomleague/news.asp?n=35659.