On February 21 2001, Kevin Reagan won a Grammy award for Best Recording Package for Music.
Reagan had collected the same award two years earlier for his art direction on Madonna’s Ray Of Light album. He would go on to win it a third time in 2003 for The Dixie Chicks’ Home.
On February 20 1999, Madonna began rehearsals for her performance of Nothing Really Matters at the Grammys with Donna De Lory and Niki Haris. It marked their first live performance together since The Girlie Show Tour in 1993.
On February 10 2008, Madonna won her 7th Grammy Award. The Confessions Tour film, directed by Jonas Åkerlund, took home the award for Best Long Form Music Video.
It marked Madonna’s fourth Grammy nomination for Best Long Form Music Video, and her second win in the category:
On February 9 2006, Ellen DeGeneres’ first interview with Madonna aired (the segment was filmed on February 8th). Madonna rushed from her performance at the 48th Annual Grammy Awards, to sit down with Ellen where she talked about rehearsing for her performance of Hung Up, her children, The Office, marriage rumours, coffee, Red Bull, horseback riding, her horse Tom, ruffling feathers and to much applause, she announced her upcoming summer tour (The Confessions Tour).
On February 8 2015, Madonna strutted her stuff and bared her amazing ass on the red carpet at the Grammys before an incredible live performance of Living For Love, to promote her forthcoming album, Rebel Heart.
I love the shot of Madonna and Liz Rosenberg having a good laugh! – Jay
On February 24 1999, Madonna performed Nothing Really Matters at the 41st Annual Grammy Awards. Madonna also took home 4 Grammies:
On February 18 2001, Madonna wrote a letter to the Los Angeles Times newspaper in defence of controversial rap artist Eminem over the public and media criticism of his offensive song lyrics and Grammy Award nominations:
“What is the big deal about Eminem? Since when is offensive language a reason for being unpopular? I find the language of George W. much more offensive. I find the hypocritical nature of most popular figures in our culture much more offensive. I like the fact that Eminem is brash and angry and politically incorrect. At least he has an opinion. He’s stirring things up, he’s provoking a discussion, he’s making people’s blood boil. He’s reflecting what’s going on in society right now. That is what art is supposed to do. And after all he’s just a boy. Thank God he’s rebellious and not well-groomed. He gets my vote. Yours truly, Mrs. Ritchie.”
Today In Madonna History 