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Label dispute and Invincible (1997–2002)

From October 1997 to September 2001, Jackson worked on his tenth solo album, Invincible, which cost $30 million (equivalent to $ 51.6 million in 2023) to record, making it the most expensive album of all time. In June 1999, Jackson joined Luciano Pavarotti for a War Child benefit concert in Modena, Italy. The show raised a million dollars for refugees of the Kosovo War, and additional funds for the children of Guatemala. Later that month, Jackson organized a series of " Michael Jackson & Friends " benefit concerts in Germany and Korea. Other artists involved included Slash, The Scorpions, Boyz II Men, Luther Vandross, Mariah Carey, A. R. Rahman, Prabhu Deva Sundaram, Shobana, Andrea Bocelli and Luciano Pavarotti. The proceeds went to the Nelson Mandela Children's Fund, the Red Cross and UNESCO. In 1999, Jackson was presented with the "Outstanding Humanitarian Award" at Bollywood Movie Awards in New York City where he noted Mahatma Gandhi to have been an inspiration for him. From August 1999 to 2000, he lived in New York City at 4 East 74th Street. At the turn of the century, Jackson was awarded with the Artist of the 1980s Decade Award at the 27th American Music Awards, and the Best-Selling Pop Male Artist of the Millennium Award at the 12nd World Music Awards. In 2000, Guinness World Records recognized him for supporting 39 charities, more than any other entertainer.

In September 2001, two concerts were held at Madison Square Garden to mark Jackson's 30th year as a solo artist. Jackson performed with his brothers for the first time since 1984. The show also featured Mýa, Usher, Whitney Houston, Destiny's Child, Monica, Liza Minnelli and Slash. The first show was marred by technical lapses, and the crowd booed a speech by Marlon Brando. 45 million people watched the television broadcast of the shows in November according to Nielsen Media Research. After the September 11 attacks (in which Jackson narrowly avoided death by oversleeping and missing a scheduled meeting at the World Trade Center), Jackson helped organize the United We Stand: What More Can I Give benefit concert at Robert F. Kennedy Memorial Stadium in Washington, D.C., on October 21, 2001. Jackson performed " What More Can I Give " as the finale.

The release of Invincible was preceded by a dispute between Jackson and his record label, Sony Music Entertainment. Jackson had expected the licenses to the masters of his albums to revert to him in the early 2000s, after which he would be able to promote the material however he pleased and keep the profits, but clauses in the contract set the revert date years into the future. Jackson sought an early exit from his contract. Invincible was released on October 30, 2001. It was Jackson's first full-length album in six years, and the last album of original material he released in his lifetime. It debuted at number one in 13 countries, and went on to sell eight million copies worldwide, receiving double-platinum certification in the US.

On January 9, 2002, Jackson won his 22nd American Music Award for Artist of the Century. Later that year, an anonymous surrogate mother gave birth to his third child, Prince Michael Jackson II (nicknamed "Blanket"), who had been conceived by artificial insemination. On November 20, Jackson briefly held Blanket over the railing of his Berlin hotel room, four stories above ground level, prompting widespread criticism in the media. Jackson apologized for the incident, calling it "a terrible mistake". On January 22, promoter Marcel Avram filed a breach of contract complaint against Jackson for failing to perform two planned 1999 concerts. In March, a Santa Maria jury ordered Jackson to pay Avram $5.3 million. On December 18, 2003, Jackson's attorneys dropped all appeals on the verdict and settled the lawsuit for an undisclosed amount.

On April 24, 2002, Jackson performed at Apollo Theater. The concert was a fundraiser for the Democratic National Committee and former President Bill Clinton. The money collected would be used to encourage citizens to vote. It raised $2.5 million. The concert was called Michael Jackson: Live at the Apollo and was one of Jackson's final on-stage performances.

In July 2002, at Al Sharpton 's National Action Network in Harlem, Jackson called the Sony Music chairman Tommy Mottola "a racist, and very, very, very devilish", and accused him of exploiting black artists for his own gain. The accusation prompted Sharpton to form a coalition investigating whether Mottola exploited black artists. Jackson charged that Mottola had called his colleague Irv Gotti a "fat nigger ". Sony issued a statement calling the accusations "ludicrous, spiteful, and hurtful" and said Mottola had championed Jackson's career for years. Sony refused to renew Jackson's contract and said that a $25 million promotional campaign had failed because Jackson refused to tour in the US for Invincible.