Skillet's lead singer and primary songwriter John L. Cooper explained the meaning of the song to theskilletsizzle.com; " the song is about my relationship with my Dad and feeling that I was kind of betrayed by him and all these bad feelings going on. But in the end, it came down to 'forgiveness' in the end when I forgave my Dad there was a real healing that came in my life and the song The Older I Get was about that and saying I wish I could go back... do it all over again and I would probably make that step earlier towards forgiving him because my life got so much better when I did." 
The music video for the song consists of footage shot during the making of the Comatose album. It features John Cooper recording vocals, all of the band members playing their specific instruments, and the band goofing off in the studio. An iMac G3 is featured in this video.