Sean Penn movies: 15 greatest films ranked worst to best

  • Gold Derby
Sean Penn movies: 15 greatest films ranked worst to best
Sean Penn celebrates his 59th birthday on August 17, 2019. The two-time Oscar winner has excelled in a number of fields, including acting, writing and directing. But it’s his career as a performer that has brought him the most acclaim. In honor of his birthday, let’s take a look back at 15 of his greatest films as an actor, ranked worst to best.

Penn entered the Oscar race for the first time with his performance as a death row inmate in Tim Robbins’s “Dead Man Walking” (1995), for which he competed in Best Actor. Subsequent lead nominations as a jazz guitarist in Woody Allen’s “Sweet and Lowdown” (1999) and a mentally handicapped father in “I Am Sam” (2001) quickly followed.

He hit the Oscar jackpot with Clint Eastwood’s “Mystic River” (2003), which cast him as a criminal grieving the murder of his daughter. Just five years later, he returned to the winner
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