James (Ryan P.A. Walsh) is a 25-year old screenwriter in New York City. Ever the 'tortured writer,' he is newly sober and suffering from writer's block on his new screenplay. After a run-in - and night together - with his ex-girlfriend, Ava (Dana Fresta), James begins drinking again. He attempts to use his demons to break through his writer's block and finish his screenplay - and maybe his relationship with Ava - for the last time.