A little right hander, from the village of Ogle in Guyana, Ryan joined the Everest Cricket Club when he was just 11 years old, following in his father, Roy Ramdass' footsteps. Roy was an above average wicket-keeper during the 80s, without ever forcing himself into Guyana's side.

Ryan made his first-class debut in 2004 against Kenya playing for the West Indies B team, followed by his first-class debut for Guyana the same year in the semi-final against Barbados where he scored a half-century. Guyana was hit by the worst floods in 100 years in January 2005, which severely affected Ryan's family's poultry business.

However, this setback didn't affect his ability to make a career best 144* for Guyana against Barbados at the Kensington Oval. More recently, he was selected for the West Indies Test squad against Sri Lanka, following a run of good scores for West Indies A in their series, also in Sri Lanka.