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WEBMISTRESS speculates:
This song is talking about getting on with one's life after a loved one's death - almost a companion piece to Street of Dreams. Although someone has left him alone by dying (not only his father, who died when he was still in his early twenties, but his brother, who passed away while Lindsey was making this album). He's got to "carry on", to keep fighting, praying, reaching for the sky. Someone may be "dead and gone", but Lindsey can rise from the experience stronger, and by doing so, he can make his loved one "proud" - that's what that loved one would have wanted. He's learning to live again and experience all the good and bad that's a part of life - the loving, the hating, the laughing, the crying. Not only can you hurt, but you can finally heal if you "reach for the light" instead of wallowing in the darkness that always comes when someone close to you dies. All you have to do is "trust yourself and turn it on."