During 1996, Messam played for the Colorado Foxes in the A-League, where he played alongside fellow Jamaican internationals Walter Boyd, Wolde Harris, Fabian Davis, and Anthony McCreath under the direction of head coach Lorne Donaldson.
He made his debut as a substitute for the Reggae Boyz in 1995 against Canada and played his last international in 1998 against Trinidad & Tobago, collecting over 30 caps. Messam was a regular starter at left wingback during the early rounds of Jamaica's successful World Cup qualifying effort in 1998. He unfortunately was left out of Jamaica's 1998 FIFA World Cup squad in favour of Ricardo Gardner, but he was however allowed to accompany the team in France.
- "Player Profile: Gregory Messam". Jamaican National Premier League. Retrieved 2009-05-21.
- "Richmond Kickers rush to a 3-0 shutout of the MLS's Rapids". Soccer Times. 2000-06-14. Retrieved 2009-05-21.
- Mahoney, Ridge. "Reggae Boyz bring a new look". Soccer America, 3 October 1997. Retrieved on 5 July 2014.
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