Individuals who won the most Grammy Music Awards During the period from 1958 to 1997, the Hungarian-born British conductor Sir georg solti * * * won 3 1 Grammy Music Awards (including the trustee award of 1967). The single "You are not alone" set a new record in history and won the championship in the first week of entering the pop singles list. This is an achievement that no one has ever achieved since Billboard magazine was founded more than 40 years ago. Michael deserves to be the king of pop music. Jackson personally won 8 awards (12 nominations) in the 26th Grammy Awards, becoming the first artist to win the most individual awards in a single session. At the 26th Grammy, he won five Oscars, eighteen Grammys, three Golden Globes and one British Oscar ... With this album, Michael Jackson personally won eight Grammys at the 26th Grammy (12 nominations).