Craig Rosen of "The Hollywood Reporter" said "You're Not Sorry" was ostentatious in regards to Swift's crossover potential.
" Jonathan Keefe iz revije "Slant Magazine" je verjel, da je pesem "You're Not Sorry" ena izmed pesmi z albuma "Fearless", ki so razširile uspeh njenega prvega glasbenega albuma, "Taylor Swift" (2006), saj zelo izstopa.