Idea #1
In terms of design, negative space(white area) is the prison, and positive space(color area) is the America. In the illustration, the character is inside and ready to go out to the America, shown as United States flag. Just change perspective, you will see the freedom. It is really close.
Idea #2
The person is at the top of Statue of Liberty. Symbolically, he is at the top of freedom in United States! Practically, he really needs young spirit for climbing to that height. Empty space represents freedom he can achieve. Since it is about a 20-year-old person, I use more bold and modern sans-serif font for the cover instead of serif font or a font that looks old.

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