High Road apresenta um roteiro totalmente improvisado sobre Glenn "Fitz" Fitzgerald (James Pumphery), um jovem cuja lealdade está dividida entre a sua banda, sua namorada Monica (Abby Elliott) e a venda de maconha. Depois que sua banda se desfaz, Fitz encontra-se vendendo maconha de sua garagem e virando amigo de um rebelde de 16 anos, Jimmy (Dylan O'Brien). Enquanto seus ex-companheiros de banda (Zach Woods, Matt L. Jones, Lizzy Caplan) encontraram sucesso e um dos seus negócios de drogas dá errado, Fitz e Jimmy caem na estrada. Em meio a armas, ossos quebrados, taxistas com atitude, prostitutas rudes e um médico suspeito (Horatio Sanz), Fitz tem que encontrar seu caminho para a segurança.
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