Tim Okamura investigates identity, the urban environment, metaphor, and cultural iconography through a unique method of painting. Urban life and hip-hop has greatly influenced Okamura's subject matter in his paintings - he often blends classical techniques of oil painting with the spontaneity of spray painted graffiti, combining the academic "realism" of his portrait and figure painting with modern graphics set in contemporary urban environments. The juxtaposition of the rawness and urgency of street art and academic ideals has created a visual language that acknowledges a traditional form of story-telling through portraiture, while infusing the work with resonant contemporary motifs.
Okamura has had several solo exhibitions in New York and Canada. His work has been shown in several prominent group exhibitions, including After Matisse/Picasso at the MOMA PS.1 in Queens, New York, as well as the BP Portrait Awards Exhibition at London's National Portrait Gallery. Okamura was invited to The White House in 2015 to honor artists whose work addresses issues of social justice, and received a letter of commendation from President Joe Biden. His 2020 portrait of Toni Morrison was chosen for the cover of Time Magazine and his portrait of Dr. Anthony Fauci was acquired by the National Portrait Gallery in Washington, DC. In 2021, the New York Historical Society acquired his 2021 painting Nurse Tracey, which was featured in the exhibition Dreaming Together.
Okamura - a recipient of the 2004 Fellowship in Painting from the New York Foundation for the Arts – has also had his paintings featured in several films including Pieces of April (InDiGent), School of Rock (Paramount), Jersey Girl (Miramax), and most prominently in Prime (Universal), a romantic comedy about a young New York painter starring Uma Thurman and Meryl Streep. Okamura's work is also notable in Ethan Hawke’s The Hottest State.