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Her career was further enhanced by film appearances that began in 1979, despite mixed commentary. She won critical acclaim and a Golden Globe Award for Best Actress in Motion Picture Musical or Comedy for her role in Evita (1996), but has received harsh feedback for other film roles. Madonna's other ventures include being a fashion designer, children's book author, film director and producer. She has been acclaimed as a businesswoman, and in 2007, she signed an unprecedented US $120 million contract with Live Nation.

Madonna has sold more than 300 million records worldwide and is recognized as the world's top-selling female recording artist of all time by the Guinness World Records. According to the Recording Industry Association of America (RIAA), she is the best-selling female rock artist of the 20th century and the second top-selling female artist in the United States, behind Barbra Streisand, with 64 million certified albums. In 2008, Billboard magazine ranked Madonna at number two, behind only The Beatles, on the Billboard Hot 100 All-Time Top Artists, making her the most successful solo artist in the history of the Billboard chart. She was also inducted into the Rock and Roll Hall of Fame in the same year. Considered to be one of the "25 Most Powerful Women of the Past Century" by Time for being an influential figure in contemporary music, Madonna is known for continuously reinventing both her music and image, and for retaining a standard of autonomy within the recording industry.

On May 4, 2024, with a free concert which was live streamed at the Copacabana Beach in Rio de Janeiro, Brazil, in front of 1.6 million people, Madonna broke the record for the most attended stand-alone concert by any artist, and the all-time highest attended concert by a female artist.