Deal of a Lifetime is a 1999 US romantic comedy film starring Shiri Appleby, Michael A. Goorjian, and Kevin Pollak.

The film centers on the main character Henry Spooner (played by Goorjian), the school nerd who has a crush on Laurie, the prettiest, most popular girl in his high school.

After a conversation with his friend, he mutters under his breath that he would sell his soul to the Devil to go out with Laurie.

Part of the soundtrack includes the song "Let Yourself Go", which was written and performed by Los Angeles musician Paul Delph for his final album A God That Can Dance.

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