1986

Started racing career as a BMX rider at the age of ten

1992

BMX National Championships—Barbados

• - Match Sprint Champion
• - 1000 Kilometer Champion
• - Pursuit Champion

Caribbean BMX Championships

• - BMX Champion

1993—1996

Barbados

• - Undefeated Junior and Senior Match Sprint Champion

1996

International Cycling Union World Small Country Championships—Havana, Cuba

• - Gold Medal—Match Sprint
• - Gold Medal—Keirin

1998

Central American & Caribbean Games Sprint Champion, Maracaibo, Venezuela

• - Gold Medal—Match Sprint

Commonwealth Games, Malaysia

• - Bronze Medal—Match Sprint

Grand Prix Hanover, Germany

• - Silver Medal—Match Sprint

1999

Barbados International Cycling Classic

• - Gold Medal—Match Sprint

Pan American Games, Winnipeg, Canada

• - 5th in the Keirin
• - 5th in the Match Sprint

2000

Pan American Cycling Championships, Columbia

• - Gold Medal—Match Sprint
• - Bronze Medal—Olympic Sprint

2001

West Indies v Rest of the World in Barbados

• - Gold Medal—Match Sprint
• - Gold Medal—Keirin

Pan American Cycling Championships, Columbia

• - Gold Medal—Match Sprint
• - Gold Medal—Keirin

2002

Commonwealth Games, Manchester, UK

• - 10th in the Flying 200 meters
• - New Barbados record in Flying 200 meters, time 10.519 seconds

Pan American Cycling Championships, Ecuador

• - New Barbados record in Flying 200 meters, time 9.920 seconds
• - Gold Medal—Match Sprint
• - Gold Medal—Keirin

2003

Grand Prix Scotland

• - Silver Medal—Match Sprint
• - Silver Medal—Keirin

UCI Track World Cup—Mexico

• - New Barbados record in Flying 200 meters, time 9.920 seconds
• - Gold Medal—Match Sprint
• - Gold Medal—Keirin
• - Flying 200 meters 10.272 seconds

West Indies v Rest of the World in Barbados

• - Gold Medal—Match Sprint
• - Bronze Medal—Keirin

2004

International Keirin of Japan

• - 1st place among international cyclists invited to participate
• - 2nd in the World Grand Prix Keirin Final

Olympic Games, Athens, Greece

• - Men’s Sprint—6th position overall

UCI Sprint Grand Prix, Cottbus, Germany

• - 3rd place—Men’s Sprint

Munich Six-Days—Germany

• - Round 1—1st position
• - Overall—4th position

1st UCI World Cup Classics, (2004/2005 season)—Moscow

• - 7th—Men’s Sprint Final Classification
• - 7th—Men’s Keirin Final Classification

2nd UCI World Cup Classics, (2004/2005 season)—Los Angeles, USA

• - 5th—Men’s Keirin Final Classification

2005

UCI Track Cycling World Championships, Los Angeles, USA

• - Silver Medal—Men’s Keirin

Pan American Cycling Championships, Mar del Plata, Argentina

• - Gold Medal—Keirin
• - Gold Medal—Sprint

West Indies v Rest of the World Cycling Series, Trinidad & Tobago

• - New record in the Flying 200 meters, time 11.05 seconds
• - Gold Medal—Sprint

Rostock Sprint Grand Prix, Rostock, Germany

• - 1st—Keirin
• - 3rd—Sprint

Cottbus Grand Prix, Cottbus, Germany

• - 3rd—Sprint

Amsterdam Six-Days, Holland

• - 2nd—Keirin

UCI Track Rankings October 27, 2005

• - 1st—Keirin, 170 points
• - 3rd—Sprint, 206 points

2006—2007

This was the toughest period of Barry's career. In November 2005, Barry was informed that he had a positive test for testosterone in France. Following its investigation, the Barbados Cycling Union (BCU) concluded that, in view of the medical evidence which provided a possible explanation for the positive test, there was no proof of a doping violation and ,therefore, decided against taking censure or punitive action against Barry. The International Cycling Union rejected the explanation and appealed the BCU's decision to the sporting world's highest court, the Switzerland-based Court of Arbitration for Sport, which dismissed the BCU's decision and declared Barry ineligible for two years and two months beginning December 31, 2005. Barry completed his period of sanction and became eligible to return to competitive cycling on March 1, 2008.