1. The Impossible Dream from Man of La Mancha - the most inspiring song i've ever heard, and it never gets old
2. Soliloquy from Carousel - Gut-wrenchingly moving and powerful when performed well
3. Back to Before from Ragtime - Powerful and Empowering
4. Anthem from Chess - Captures perfectly the feeling of loving your homeland (or where you came from/your past in a more generic reading of the lyrics) despite its (the homeland's) many obvious flaws
5. a bit of a toss-up for me - it rotates between You Should be Loved from Side Show, If I Loved You from Carousel, and So Much Better from Legally Blonde (the first two capturing beautifully the ache of unrequited/unexpressed love, and the latter being an empowering tribute to discovering one's worth in the world apart from being defined as being part of a relationship)