Rapper Lil Yachty set to star in How High 2 After ten years of development hell and constant rewrites, the sequel to the cult classic comedy How High is finally getting underway. Grammy nominated rapper Lil Yachty has been cast in the film in the lead role with production on the sequel kicking off today. How High 2 chronicles two young “potrepreneurs” on a magical hash-fueled journey to fund their on-demand munchies delivery start-up. Lil Yachty plays Roger, an entrepreneur and the younger brother of one of the protagonists from the original film.