Everwood

Season 2 Episode 20:

Do or Die

Ephram and Amy decide to go to prom together as friends, but Amy can't get up the nerve to tell Ephram that she has feelings for him after they run into his ex-girlfriend Madison and Amy realizes that he's still nursing a broken heart. Meanwhile, Linda decides it may be time to leave Everwood behind, and Andy's mentor, Dr. Donald Douglas (guest star Philip Baker Hall), asks him to perform risky brain surgery on a patient who turns out to be Dr. Douglas himself.
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About Everwood:

After the death of his wife, world-class neurosurgeon Dr. Andrew Brown leaves Manhattan and moves his family to the small town of Everwood, Colorado. There he becomes a small-town doctor and learns parenting on the fly as he raises his talented but resentful 15-year-old son Ephram and his 9-year-old daughter Delia.