Hernandez-Kolski was born in Chicago, the son of Philip Edmund Kolski and Cynthia Marie Hernandez-Kolski. He is the oldest of two children. He began acting professionally as a child in Chicago, working with Chicago Actors Ensemble and Profiles Performance Ensemble. His first professional theater production was the Chicago premiere of Matt Williams' Between Daylight and Boonville. Hernandez-Kolski graduated from Whitney M. Young Magnet High School. He then graduated from Princeton University with a degree in history.
Career
Hernandez-Kolski moved to Los Angeles and acted in several theatrical productions, including the long-running Zoo District production of Mikhail Bulgakov's The Master and Margarita. Around the same time, Hernandez-Kolski began performing in the spoken word poetry scene. In 2002, Hernandez-Kolski was cast in AmericanStage Theater Company's production of The Bomb-itty of Errors. This production led to a long-running series of performances, including a run at the Chicago Shakespeare Theater, The Edinburgh Festival Fringe, The Helix and the Ambassadors Theatre. In 2004, Hernandez-Kolski debuted on the season finale of the fourth season of HBO's Def Poetry Jam then appeared again in the sixth season. Hernandez-Kolski was chosen to warm up the crowd for Hillary Clinton's speech at the 2015 National Council of La Raza annual conference. Hernandez-Kolski currently tours around the country with his performances titled, "Refried Latino Pride" and "Cultural Collisions: Commentary for a Changing America." In addition to his solo work, he performs regularly with his comedy partner, comedian/beatboxer Joshua Silverstein. In addition to their live performances, they co-hosted Si TV's Not So Foreign Filmmakers Showcase and shot a political/comedy digital series for MiTu, Pocho Joe & Silverstein. Hernandez-Kolski hosts Downbeat 720, an open-mic for high school youth sponsored by the City of Santa Monica. The televised version, Downbeat Showdown received the Los Angeles Emmy for "Outstanding Youth Programming." Hernandez-Kolski's first solo hip-hop theater show You Wanna Piece of Me? was published by the University of Michigan press in a hip-hop theater anthology, Say Word: Voices from Hip Hop Theater. Hernandez-Kolski has a guest role in the 2016 Netflix series Gilmore Girls