Barry started greenkeeping as an apprentice at Hankley Common Golf Club (ranked 33rd in the UK) during which time the Club hosted the 2009 R&A Boys Home Internationals and the 2011 British Open Regional Qualifiers. Barry volunteered at Walton Heath for the 2010 US Open International Qualifier, and Kingsbarns for the 2010 Dunhill Links Championship before moving to Wentworth in 2012, working on 3 BMW PGA Championships. Barry joined Pinner Hill in Spring 2015, taking over as Course Manager in Spring 2016. Barry was awarded an R&A Scholarship in 2019 and is currently studying a Foundation Degree in Sportsturf science at Myerscough. A fairweather golfer, Barry plays off a handicap of 11.