Claiming a Hawaii Volleyball Invitational title in 2015 was an important first stanza for Iolani, and Bailey Choy was the orchestrator, both during the title match of Kamehameha's preseason tournament as well as throughout the Raiders' run that season.

Choy dished out 30 assists in a three-set win over Moanalua. The scores were 25-16, 23-25 and 25-19.

The Raiders last appearance in the state tournament was in 2007, and its last league title 2001, but Choy and company broke both those droughts in 2015, marching to a 15-2 record in ILH play. Iolani rattled off 14 straight wins before dropping its final two matches to perennial powerhouses Kamehameha and Punahou, forcing a one-game playoff with the Warriors for the league title.

In that winner-take-all contest, the Raiders came out victorious in a four set grinder, 25-17, 19-25, 27-25, 27-25, to claim the ILH Division I title. Choy registered 47 assists and 25 digs in the win.

As ILH champion and the top seed of the tourney, Iolani notched wins over Kalaheo and Kahuku in the state tourney before ultimately falling to Kamehameha in five sets in the Division I title game. The match marked the sixth time the Warriors and Raiders played against each other that season.

Choy garnered ILH Most Valuable Player honors in 2015 and was also named to the HHSAA Division I All_Tournament team.