Cameron Diaz

Breakout role in The Mask

Despite having no prior acting experience, Diaz landed the lead role opposite Jim Carrey in 'The Mask,' which became a massive box office success. This breakout performance immediately established her as a rising star in Hollywood and launched her film career.

There's Something About Mary

This Farrelly Brothers comedy became one of the biggest hits of the year, grossing over $369 million worldwide. Diaz's comedic performance earned critical acclaim and solidified her status as a leading lady capable of carrying major studio films.

Charlie's Angels franchise launched

The action-comedy reboot became a massive global hit, grossing $264 million worldwide and spawning a sequel. Diaz commanded a salary of $20 million for the sequel, establishing her as one of Hollywood's highest-paid actresses.

Academy Award nomination for Vanilla Sky

Diaz received critical recognition with a Golden Globe nomination for her dramatic turn in this psychological thriller. The role demonstrated her range beyond comedy and further elevated her A-list status.

Peak of romantic comedy era

With hits like 'The Holiday' and subsequent films, Diaz dominated the romantic comedy genre throughout the 2000s. She was consistently earning $15-20 million per film and was recognized as one of Hollywood's most bankable stars.

Highest-paid actress over 40

Forbes named Diaz the highest-paid actress over 40, highlighting her enduring commercial appeal. Her films had collectively grossed over $3 billion domestically, cementing her legacy as one of the most successful actresses of her generation.

Semi-retirement from acting

After 'Annie,' Diaz quietly stepped away from acting to focus on personal life and wellness ventures. While she remained wealthy and well-regarded, her absence from screens began a gradual decline in mainstream visibility.

Brief return in Back in Action

Diaz announced her return to acting after an eight-year hiatus with a Netflix film alongside Jamie Foxx. While generating significant media attention, the comeback was modest and she remained largely out of the spotlight.

Hollywood icon status maintained

Though semi-retired, Diaz remains a household name and cultural icon from her dominant era in the 1990s and 2000s. Her $3 billion box office legacy and status as a pioneer for female-led comedies ensure her lasting A-list recognition.