Confidential, the highly acclaimed 1997 neo-noir film that probed the dark underside of Los Angeles in the 1950s. Crowe played the brutal, forthright cop Bud White, one of a trio of very different policemen—the film also starred Kevin Spacey and fellow Australian Guy Pearce—who stumble upon a twisted and murderous conspiracy. Crowe’s simmering performance (including steamy love scenes with co-star Kim Basinger) earned him rave reviews and a certain measure of recognition among American moviegoers.

Crowe’s first starring role of 1999 came in Mystery, Alaska, a poorly received comedy written by David E. Kelley and co-starring Burt Reynolds. He had a good deal more success with his next film, The Insider, based on the true story of an ex-tobacco company executive, Jeffrey Wigand, who is convinced by a TV news producer to blow the whistle on the powerful tobacco industry. Despite mediocre box office, The Insider, which was directed by Michael Mann and also starred Al Pacino, garnered a huge amount of critical praise—including Academy Award nominations for Best Picture and Best Director. Crowe’s intense, Oscar-nominated performance as the reluctant Wigand was arguably the most remarkable aspect of the film; the actor gained 35 pounds for the role and was nearly unrecognizable in a thinning gray wig.

In 2000, Crowe vaulted to A-list Hollywood stardom with his charismatic performance as a Roman general-turned-vengeful slave in Gladiator, the ambitious Roman epic and blockbuster summer hit directed by Ridley Scott and costarring Joaquin Phoenix. The film garnered 12 Academy Award nominations, including a second straight Best Actor nod for Crowe. On Oscar night in March 2001, Crowe beat out Hollywood stalwart Tom Hanks, among others, to take home the Oscar. Gladiator won in five categories, including the night's biggest honor, Best Picture.

Also in 2000, Crowe starred in the romance/adventure Proof of Life, as a hostage negotiator who becomes romantically entangled with his client, played by Meg Ryan, after her husband is kidnapped. (The film, like The Insider, was based on an article published in Vanity Fair.)

Widespread rumors about Crowe’s brash personality have only increased with his growing fame. In late 1999, he was reportedly involved in a brawl outside a bar in New South Wales, Australia. The owner of the bar, who claimed to have a security videotape that showed the actor had initiated the brawl, was subsequently charged, along with another man, with blackmail after allegedly attempting to extort money from Crowe in exchange for the video.