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.
CYO Camp Rancho Framasa
Kenneth "Babyface" Edmonds was working at Rancho Framasa as the archery counselor when he received his break. Proof of this is seen through an interview he had on The Arsenio Hall Show in the early 1990s when he talked about his experiences working at the camp. Edmonds is tied with Michael Jackson for the most number of Grammys won.