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Jeff Tamarkin of All Music described Swift as "a fresh, still girlish voice, full of hope and naïveté, but it's also a confident and mature one".
He said her "talent to be reckoned" was portrayed through the songs "Tim Mc Graw", "The Outside", and "Mary's Song (Oh My My My)".
"Invisible" is ballad describing loneliness and heartache of going unnoticed.
Five singles were released from the album, all of which have been certified platinum by the RIAA.
"Tim Mc Graw" was released as the lead single and reached the top ten on Billboards Hot Country Songs.
Tamarkin criticized producer Nathan Chapman for applying "a gloss that not all [songs] really require and in some cases would do better to shed".
Rick Bell of Country Standard Time gave a positive review, saying that Swift had "smart songwriting" and that "her deeply personal, self-penned songs, particularly 'The Outside' and 'Our Song'" were "stirring." Chris Neal of Country Weekly said that Swift "demonstrat[es] an honesty, intelligence and idealism with which listeners of any age will be able to connect" and added that "the more thoughtful material suggests a talent poised to last well past high school." Swift performing "Tim Mc Graw" in 2007.