He began his career in the early 2000s as a reggaeton, Latin hip hop, and crunk performer, and signed with TVT Records to release his debut studio album, M.I.A.M.I.

[4] His fourth album, Pitbull Starring in Rebelution (2009), yielded his mainstream breakthrough, spawning the singles "I Know You Want Me (Calle Ocho)" and "Hotel Room Service"—which peaked at numbers two and eight on the U.S.

After rebranding himself as a pop artist, Pitbull's sixth and seventh albums, Planet Pit (2011) and Global Warming (2012) were both met with continued commercial success; the former spawned his first Billboard Hot 100-number one single "Give Me Everything" (featuring Ne-Yo, Afrojack and Nayer), while the latter spawned the top ten hit "Feel This Moment" (featuring Christina Aguilera).

That same year, he performed the song "We Are One (Ole Ola)" (with Jennifer Lopez and Claudia Leitte), which served as the official theme of the 2014 FIFA World Cup.

Meanwhile, Pitbull made numerous guest appearances on a number of hit songs, including the Billboard Hot 100-top four singles "I Like It" by Enrique Iglesias, "DJ Got Us Fallin' In Love" by Usher, and "On the Floor" by Jennifer Lopez.

His eleventh album and first independent release, Libertad 548 (2019) focused on Latin hip hop and was led by the singles "No Lo Trates" (with Daddy Yankee and Natti Natasha) and "Me Quedaré Contigo" (featuring Ne-Yo).

While growing up, he was influenced by the Miami bass genre of pop music[4] and has cited Celia Cruz and Willy Chirino as sources of inspiration,[20] in addition to rappers such as Nas, Jay-Z, and Snoop Dogg.

[26] TVT was then ordered in March 2007 to pay Slip-n-Slide $9.1 million for attempting to block the album's release to record stores and digital download entities.

[35] The album was released on October 31, 2006, and included singles "Bojangles", "Ay Chico (Lengua Afuera)", "Fuego", and duet with Puerto Rican singer Ken-Y, "Dime (Remix)".

[42][43] On their second collaboration since "Go Girl", Pitbull appeared on the debut single of rapper David Rush (formerly Young Bo$$), "Shooting Star", also with Kevin Rudolf and LMFAO.

In 2010, Pitbull performed the rap section in the Haiti benefit song "Somos El Mundo", a Spanish version of "We Are the World", that included a huge group of Latin artists led by Emilio and Gloria Estefan.

He was also a featured guest on Janet Jackson's "Heart, Beat, Love" in addition to "Armada Latina", the fourth single off the album Rise Up by Latin rap legends, Cypress Hill.

The case was dismissed by a federal judge, who ruled the tune's lyrics are protected by the First Amendment, which covers freedom of speech and creative expression.

He released his song "Feel This Moment" featuring Christina Aguilera on January 18, 2013, and they performed it live at the 2013 Billboard Music Awards, as well as on the fourth season of The Voice.

[65] On April 15, 2014, Pitbull released a single featuring Jennifer Lopez and Claudia Leitte called "We Are One (Ole Ola)" from the compilation album for the FIFA 2014 World Cup One Love, One Rhythm.

On November 20, 2014, Pitbull released another Spanish-language single titled "Piensas (Dile la Verdad)" featuring Gente de Zona.

On April 21, 2015, Pitbull released his sixth single on the Globalization album titled "Fun" featuring Chris Brown and peaked at number 40 on the Hot 100.

The album was officially released on July 17, 2015, and included the singles "Como Yo Le Doy", "Piensas (Dile la Verdad)", "El Taxi", and "Baddest Girl in Town".

[citation needed] On January 7, 2016, Pitbull premiered the second single from his new album titled "Freedom", which also samples The Rolling Stones song "I'm Free" in the chorus.

The album included the Spanish hit single "No Lo Trates" featuring Daddy Yankee and Natti Natasha, which is RIAA Latin certified 6× Platinum (360,000+ sales).

The album's first promotional single, "Winning" featuring Yomil y El Dany, is a part of the Boost Mobile "Dale Más" advertising campaign.

The 32 city tour featured special guest Iggy Azalea and began on August 20, 2021, in Clarkston, Michigan and spanned across the United States through October 13, 2021 in Tampa, Florida.

[90] [needs update] On April 20, 2023, Pitbull performed a medley of his songs "Let's Take A Shot", "Me Pone Mal" and "JUMPIN" with Vikina, Omar Courtz and Lil Jon at the 2023 Latin American Music Awards.

On October 6, 2023, Pitbull released his long-awaited twelfth studio album Trackhouse, featuring guest appearances from T-Pain, El Micha, Lil Jon, Elvis Crespo, Vikina, Omar Courtz, Nile Rodgers, Gipsy Kings and Zac Brown.

He also launched a partnership with the soft drink giant Dr Pepper[96] as part of the campaign "Vida 23" for which he recorded a song that featured on his album Armando.

An orchestrated campaign entitled "#exilepitbull" started by Boston Phoenix reporter David Thorpe[101] and SomethingAwful.com writer Jon Hendren urged people to vote for the Walmart in Kodiak, Alaska, one of the most remote cities in the country.

[110] The commercial showcases the Seminole Hard Rock Hotel & Casino, which is also where the music video for "Get Ready" by Pitbull featuring Blake Shelton was filmed.

[115] Determined to help the Latino community in his hometown, Pitbull's social impact focus for the last decade has been closing the poverty gap through educational initiatives.

[116] In response to the destruction caused by Hurricane Maria, Pitbull announced he will use his private plane to bring cancer patients from Puerto Rico to the mainland United States for treatment.

[120] Pitbull is a vocal critic of communism and the Cuban government, having called on world leaders to support the 2021 protests against the Communist Party of Cuba.