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.
List of people who have won Academy, Emmy, Grammy, and Tony Awards
Mike Nichols (1931–2014), a director, actor and comedian, received his fourth distinct award in November 2001. Between 1961 and 2012, Nichols received a total of 15 awards. Nichols was the first slam winner to win the Grammy as their first award, the first winner to have won multiple awards (an Oscar, several Tonys, and two Emmys) for directing. When counting all awards won—not just the first of each type—Nichols has the longest timespan of awards among Grand Slam winners, at 51 years.