Barker's first introduction to the America's Cup was in 1995 when
Russell Coutts invited him to train with
Team New Zealand. He opted for an Olympic campaign rather than to travel to San Diego. Although he was not involved in the successful challenge, he became a permanent member of the cup defense team once the cup was in Auckland. Because there was no defender's series Team New Zealand used high intensity in-house racing to prepare for its cup defense. Barker's skill as a match racer rapidly developed and he became skipper of the "B Boat" in these races. Although the racing was not public, and scores were not kept, it became apparent that he was at least holding his own with Coutts. Team New Zealand went on to successfully defend the 2000 Cup 5–0, with Coutts relinquishing his normal helming role to Barker in the last race. After the 2000 cup there were multiple defections to other syndicates, most notably Coutts and
Brad Butterworth to
Alinghi and as a result Barker became skipper. In the 2003 Americas Cup, the Swiss boat
Alinghi defeated
Team New Zealand in a 5–0 series. The subsequent internal team review left Barker's reputation intact and he was selected as skipper and helmsman for the
2007 challenge. The renamed
Emirates Team New Zealand, with Barker as skipper and helmsman, was one of the challengers for the
2007 Valencia America's Cup. Barker started Team New Zealand's quest to take the
Cup back to New Zealand by winning the challengers'
2007 Louis Vuitton Cup— beating the Italian
Luna Rossa Challenge team 5–0 in the final after the previous elimination of the other 9 challengers. This was the first time that the Louis Vuitton Cup had ever been won without a race loss to the opponent. This gave Emirates Team New Zealand and Barker the opportunity to race the Swiss challenger Alinghi for the 32nd America's Cup. By winning Race 2 of the
2007 America's Cup against the
Defender Alinghi, Emirates Team New Zealand ensured that the scoreline in the America's Cup would not show a clean sweep victory for the first time in fifteen years. Many experts believed
Emirates Team New Zealand had a good chance of winning but finished the
2007 America's Cup with a 2–5 race defeat. Overall the
2007 America's Cup racing was close with the final race won by
Alinghi, skippered by fellow New Zealander
Brad Butterworth, with a winning delta of 1 second. Barker has participated in two defences and two challenges for the America's Cup. After the 2007 event, his record as helmsman in Finals was 3 wins to 10 defeats. In August 2013 Barker once again skippered
Emirates Team New Zealand to victory in the
2013 Louis Vuitton Cup— beating the Italian
Luna Rossa Challenge team 7–1 in the final. He set a Louis Vuitton/America's Cup speed record in race #7 of . Barker and Team ETNZ then went on to Challenge Americas Team Oracle in the 2013 Americas Cup Final and went on to lose the final. ETNZ at one point during the final series had won 6 of the first 7 races ultimately going on to lose by a score of 9–8. The largest comeback in Americas Cup history. A rift started to emerge between Barker and Team ETNZ's CEO Grant Dalton. Through 20 September 2013, Dean Barker's record as helmsman in America's Cup
Finals stands at 11–15. With only one more race win needed for Emirates Team New Zealand to secure the Cup, Dean Barker will need one more America's Cup series to break even. Early 2015 saw Grant Dalton offer Barker a shore-based position in order to make room for a new helmsman,
Peter Burling and a new skipper, Australian sailor
Glenn Ashby. Barker refused to take this position and accepted the offer to become CEO and skipper of a newly formed Japanese syndicate. On 21 May 2015, Barker was announced as CEO and skipper of the Japanese challenger,
Softbank Team Japan. Barker was the helmsman of the challenge from the
New York Yacht Club to the
2021 America's Cup. The team lost in the semifinals of the qualifying event
2021 Prada Cup against
Luna Rossa Prada Pirelli, despite a strong start in the qualifying event. ==Summary of sailing career==