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You can watch The Greatest (2009) for free on Plex.

Teenagers Rose and Bennett were in love, and then a car crash claimed Bennett's life. He left behind a grieving mother, father and younger brother, and Rose was left all alone. She has no family to turn to for support, so when she finds out she's pregnant, she winds up at the Brewer's door. She needs their help, and although they can't quite admit it, they each need her so they can begin to heal.

The Greatest is a film that explores themes of car accident, death of lover, woman director. It also touches on grieving parents and drug withdrawal and pregnant without husband.

Trailer