Pitt's career skyrocketed after his portrayal of a cowboy hitchhiker in "Thelma & Louise" in 1991, marking his first significant recognition in Hollywood
He quickly established himself as a versatile actor with leading roles in "A River Runs Through It" (1992) and "Legends of the Fall" (1994), showcasing his ability to handle diverse characters
Pitt earned critical acclaim and his first Academy Award nomination for his performance in "12 Monkeys" (1995), displaying his skill in taking on complex, unorthodox roles
He found great commercial success with movies like "Ocean's Eleven" (2001) and its sequels, cementing his status as a leading man in blockbuster films
Pitt continued to avoid being typecast by choosing unconventional roles in films like "Fight Club" (1999) and "The Curious Case of Benjamin Button" (2008)
His dedication to his craft was recognized with two Academy Awards - one for his supporting role in "Once Upon a Time in Hollywood" (2019) and another as a producer for "12 Years a Slave"
Alongside his acting, Pitt's personal style evolved significantly, from the casual jeans and tees of the '90s to the more sophisticated suits and scarves he donned in the late 2000s
Pitt's relationships with fellow actors, including Gwyneth Paltrow, Jennifer Aniston, and Angelina Jolie, also drew considerable media attention, adding to his public persona
Beyond acting, Pitt has made significant contributions to cinema through his work as a producer with Plan B Entertainment, backing socially relevant and thought-provoking films
As he enters his 60s, Pitt continues to be a powerful force in Hollywood, known for his versatile acting skills and eagerly anticipated future projects