Lyric discussion by Dubious 

I don't reckon it's the biblical Simon, or Jason's friend Simon. I think the Simon of the Song is Simon Cowell; it describes how he belittles people, destroys thir dreams and generally preys on their insecurities.

The whole 'I have felt the same' refers to the fact that Jason and Lifehouse have been at the struggling musician just breaking out stage.

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