Yamashita debuted as a performer for Soul Brothers III from EXILE TRIBE in 2010.
His first lead role was for the March 2017 drama Love or Not, which started airing on Hulu in October of the same year. He appeared in the 2018 NTV sitcom Manga Mitai ni Ikanai and began performing in stage plays in April of that year. He received critical acclaim for his acting in the 2019 film Our Blue Moment (screened at the 30th Tokyo International Film Festival).
In addition to acting and performing, he is involved in a wide range of activities, including appearing on radio talk shows and emceeing events.