His breakout film was Better Luck Tomorrow by Justin Lin, starring alongside Parry Shen, Sung Kang, Roger Fan and John Cho, which debuted at Sundance Festival.
In New York Magazine, critic Bilge Ebiri described enjoying "...one cracker jack performance, in Jason Tobin’s unbridled portrayal of a hyper, horny, and confused brat."
Featuring the adventures of four overachievers, the film is widely praised for breaking the model minority stereotype of Asian Americans on screen.
He starred as the Eddy Tsai, the lead role in the Asian American "serial killer" film Chink, directed by Stanley Yung, written by Koji Steven Sakai and produced by Quentin Lee.
[12] The Hollywood Reporter described Tobin "as a source of both unpredictable line-readings and humor",[13] while The New York Times pointed out his charismatic performance.