Selected by the Islanders in the first round (ninth overall) of the 2008 National Hockey League Draft. Agreed to a two-year extension on September 16, 2011. Agreed to a five-year extension on July 16, 2013.
Established career highs in points (38) and assists (30) in 77 games during his sixth season with the Islanders...Scored 10 power-play points (2g/8a)...Had five multi-point games, including a season-high, three-point effort (1g/2a) on Oct. 8 vs. Phoenix...The team went 5-0-0 in Bailey’s multi-point performances, four of which came in the final 16 games of the season...Was named a Star of the Game six times, including two First Star selections...Missed four games with an upper-body injury from Dec. 29 - Jan. 4...Recorded his 100th NHL Assist on Mar. 7 at Calgary...Had a four-game assist streak from Feb. 6 – Mar. 1 (4a)...Had a four-game point streak (2g/4a) from Mar. 29 – Apr. 5...Appeared in his 400th career NHL game on Apr. 2 at Ottawa...Played a career-high 24:34 to lead all forwards on Apr. 8 vs. Ottawa...Scored a spin-o-rama shootout winner on Apr. 11 at New Jersey.
2012-13: Scored 19 points (11g/8a) in 38 games during his fifth season with the Islanders...Fifteen of his points (10g/5a) came in the season’s second half (24 GP: Mar. 9 - Apr. 26)...Finished third on the team in plus-minus with a career-high, plus-7 rating...Recorded four multi-point games, including a season-high, two-goal contest on Apr. 11 at Boston...Began the season with a knee injury suffered while playing in Germany during the NHL lockout...Missed the first eight games, making his season debut on Feb. 9 vs. Buffalo and posted a career-high seven shots...Appeared in his 300th NHL game on Feb. 24 vs. Carolina...Scored his 50th career goal on March 19 vs. Ottawa...Had a four-game point streak (2g/3a) from Apr. 1-6...During the NHL lockout, appeared in six games with the Bietigheim Steelers in Germany’s second division, scoring 11 points (3g/8a). 2011-12: Appeared in a career-high 80 games during his fourth season with the Islanders, scoring 32 points (13g/19a)...Led the team and tied for fourth in the league with three short-handed goals...Tied for seventh on the team in points and ranked seventh in goals...Scored his 100th career point with a short-handed goal on Jan. 19 at Philadelphia...Left the game with back spasms on Feb. 21 and missed the next two games...Had a three-game goal-scoring streak (4g) from Feb. 28 - Mar. 3...Had a six-game point streak (3g/9a) from Mar. 17-29...Recorded a career-high three assists on Mar. 27 at Pittsburgh...Scored a career-high five points on Mar. 29 vs. Pittsburgh. 2010-11: Scored 28 points (11g/17a) in 70 games during his third season with the Islanders…Finished seventh on the team in goals and points…Posted career highs in penalty minutes (37) and power-play goals (5), while matching his career best with two game-winning goals…Tied for seventh in the NHL with 72 takeaways…Also made his American Hockey League debut with the Bridgeport Sound Tigers, posting 17 points (6g/11a) with a plus-5 rating in 11 games…With the Islanders, scored six points (3g/3a) in the first five games of the season...Suffered a hip flexor injury on Oct. 18 at Toronto and missed two games… Was assigned to Bridgeport on Nov. 24…Was recalled from loan on Dec. 22 and posted a season-high three points (2g/1a) on Dec. 23 at New Jersey…Had a three-game assist streak from Jan. 15-20 (3a)…Received a game misconduct after his first career NHL fight (P. Dupuis) on Feb. 11 vs. Pittsburgh…Had a
four-game point streak from Feb. 11-17 (2g/2a)…Posted a season-high plus-3 rating on Feb. 15 at Ottawa…Had a four-game point streak from Mar. 2-8 (1g/3a)…Played in his 200th NHL/Islanders game on Mar. 15 at NY Rangers. 2009-10: Established career highs in goals (16), and added 19 assists for 35 points with a plus-5 rating in his second season with the Islanders...Led the team in plus-minus rating, ranked seventh in scoring and sixth in assists...Played in his 100th NHL/Islanders game on Dec. 14 vs. Florida... Recorded a season-high three points (1g/2a) on Jan. 9 at Phoenix...Scored two overtime goals: Nov. 23 at Toronto (4-3) and Mar. 27 at Columbus (4-3)…Tallied the first short-handed goal of his career on Oct. 22 at Montreal…Recorded an assist in six consecutive games from Dec. 31 - Jan. 12 and a point in seven consecutive games from Dec. 29 - Jan. 12 (4g/8a). Became the first Islander since Roman Hamrlik in 2000-01 to have a six-game assist streak...Shifted from center to left wing midway through the season to play on the team’s top offensive unit with John Tavares and Kyle Okposo. 2008-09: Scored 25 points (7g/18a) in 68 games during his rookie season with the Islanders, tying for ninth on the team in scoring...Missed the first 14 games of the season with a lower-body injury...Made his NHL debut on Nov. 11 vs. Philadelphia...Recorded his first NHL assist/point on Nov. 13 at Ottawa...Scored his first NHL goal on Jan. 2 at Phoenix (M. Tellqvist)...Scored his first NHL power-play goal on Feb. 5 at Florida...Recorded his first NHL multi-goal game (2g) on Mar. 21 at Ottawa...Recorded three, two-assists games: Nov. 26 vs. Pittsburgh, Jan. 29 at Atlanta and Mar. 7 vs. New Jersey.
2013: Made his Stanley Cup Playoffs debut in his fifth season with the Islanders, recording a team-high three assists in six games during the Eastern Conference Quarterfinals against Pittsburgh.
2007-08: Finished third in the Ontario Hockey League in assists (67) and 10th in the league in points (96) during his third season of junior hockey and his second with the Windsor Spitfires...Ranked second among draft-eligible players in points...Served as an alternate captain for Windsor...Was selected to play in the 2008 OHL All-Star Classic...Tallied two goals at the 2008 Canadian Hockey League Top Prospects Game...Closed the season with a nine-game point streak...Added six points (1g/5a) in five OHL playoff games. 2006-07: Split his second OHL season between the Owen Sound Attack and Windsor, totaling 61 points (22g/39a) in 69 games. 2005-06: Scored 26 points (7g/19a) in 55 games as a rookie with Owen Sound...Also appeared in 11 postseason games.
Represented Team Ontario at the 2006 Under-17 World Hockey Challenge.