Alison Krauss
As of 2018, she has won 27 Grammy Awards from 42 nominations, tying her for the second most awarded recipient alongside Quincy Jones, second only to classical conductor Georg Solti, who holds the record for most wins with 31. She is the most awarded singer and the most awarded female artist in Grammy history.
Grammy Award for Best Music Video
Johnny Cash, Peter Gabriel, Kendrick Lamar, Janet Jackson, and Michael Jackson hold the record for the most wins as a performer in this category, with two each (Michael was also a member of the supergroup USA for Africa and was highly involved in the "We Are the World" project). Mark Romanek holds the record for the most wins as a director, with a total of three. Icelandic singer Björk holds the record for the most nominations as a performer without a win, with four.