2005 (tie): ‘As Good as I Once Was’ by Toby Keith, ‘Better Life’ by Keith Urban

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Number of weeks spent as #1: 6

While Keith Urban and Toby Keith tied for six weeks each, Urban also had another song (“Making Memories of Us”) that spent five weeks on top. Urban’s “Better Life” was co-written with ’80s crooner Richard Marx. Toby Keith’s “As Good as I Once Was” laments feeling like you’ve already peaked in life.