Three years ago, Will Ferrell was filming a movie when he received a most surprising email: his dear friend of nearly 30 years was coming out to him as a trans woman. That friend was Harper Steele, a writer he met on his first day at back in 1995. Saturday Night Live From that fateful first meeting in the halls of 30 Rock, Will knew he had found a match made in comedy, and their friendship and creative partnership would only continue to grow over the next three decades.
In this intimate, honest and heartfelt documentary, Will and Harper hit the open road together to process this new stage of their friendship and reintroduce Harper to the country that she loves—this time, as herself. Over 16 days, the two drive from New York to LA, visiting stops that are meaningful to them, to their friendship, and to America. Through laughter, tears, and many cans of Pringles, they push past their comfort zones as they re-examine their relationships to these spaces, and to each other, in this new light.