Okazaki grew up in Port Townsend, Washington.^[1] When he was six, he began lessons on classical guitar.^[1] From a young age he was exposed to music and art, primarily because his mother was a painter and his father was a photography professor at Washington State University.

As leader edit

• Mirror (self-released, 2006)
• I Like Too Much with Partipilo, Dan Weiss (Auand, 2008) – live recorded in 2007
• Generations (Sunnyside, 2009)
• Figurations (Sunnyside, 2012)
• Trickster (Pi Recordings, 2017)
• Work Volumes 1–6 (The Complete Compositions of Thelonious Monk) (self-released, 2018)
• The Sky Below (Pi Recordings, 2019)
• Trickster's Dream (self-released, 2020)

As sideman or guest edit

With Steve Coleman

• Functional Arrhythmias (Pi, 2013)
• Synovial Joints (Pi, 2015)
• Live at the Village Vanguard Vol. I (Pi, 2018)

With Jane Monheit

• Taking a Chance on Love (Sony Classical, 2004)
• The Season (Epic, 2005)
• Surrender (Concord, 2007)

With others

• Jesse Malin, The Heat (One Little Indian, 2004)
• Matt Mitchell, Phalanx Ambassadors (Pi, 2019)
• Adam Rudolph, Turning Towards the Light (Cuneiform, 2015)
• Tessa Souter, Listen Love (Nara Music, 2004)
• John Zorn-Mary Halvorson Quartet, Paimon: Book of Angels Volume 32 (Tzadik, 2017)

• Official site