Scott Kearnan, Boston.com Correspondent
This past weekend marked the 30th anniversary of Madonna’s first hit song, “Holiday.” The joyful tune turned Madonna into the still-reigning queen of pop, so I had to (just had to) collect my picks for the thirty subsequent singles that best define her career. I'm not saying they’re her best songs, per se. I'm not sure it's how I would rank my personal favorites. Even some memorable hits just couldn't fit on the list. (Apologies to “Borderline” and “La Isla Bonita.”) But they are, if you ask me, the tunes that best encapsulate everything about her. They're the "most Madonna." Take some time to celebrate (just one day out of life) a legendary career. — Media Remix blogger Scott Kearnan





