Ross began making films in college, including the festival shorts
Here Comes Your Man, ''A Hero's Welcome
, Curtis and Clover
, Lola
, and Red Angel
. Another short he made was Inspired By Bret Easton Ellis
, commissioned by Ellis and described by critic Roger Ebert as "one terrific video!". He also directed, wrote and produced a nonfiction viral series about professional fighters, FIGHT! Life!'', which logged over eight-million YouTube views as of 2019. Ross's first screenplay
Plays Well with Others (co-written with Guy Cimbalo) was optioned by the production company
Anonymous Content. He also worked as a story consultant on
Curb Your Enthusiasm, including contributing plot lines to "Palestinian Chicken," winner of the 2011
DGA Award for "Best Comedy Episode".
Frank & Lola Frank & Lola marked Ross' directorial debut. In 2014, backed by Parts and Labor Films' producers Jay Van Hoy and Lars Knudsen,
Killer Films'
Christine Vachon and David Hinojosa, producer John Baker, Preferred Content's Kevin Iwashina and Las Vegas-based production company Lola Pictures, the film began production, with
Michael Shannon (Frank) and
Imogen Poots (Lola) in the lead roles. The other major parts were played by
Michael Nyqvist (Alan),
Justin Long (Keith),
Rosanna Arquette (Patricia), and
Emmanuelle Devos (Claire). The film had its premiere at the 2016 Sundance Film Festival, where it received largely positive reviews.
Universal Studios secured its worldwide rights (with the exception of a few minor territories) for over $2 million, with a theatrical release planned for later that year. The film was released theatrically and on VOD in the U.S. on December 9, 2016.
Other work Ross wrote for the ABC series
Nashville (writing two episodes and serving as creative consultant for Season 5). He also directed the feature
Siberia in 2018. ==Fiction writing==