Signature hits, breakthrough hits, and why-weren’t-they-hits abound in this entry.
400 Greatest Singles of the Nineties: #150-#126
1994 | Peak: #1
A perfect time capsule of the boom times, as Jackson wryly notes all of those genre-hoppers who saw dollar signs in the growing country music scene. Funny how they didn’t arrive on radio until a decade later. – Kevin Coyne
I Want to Be Loved Like That
1993 | Peak: #3
Sometimes the deepest understanding of love comes from what you see around you. The narrator in this song won’t settle for anything less than the unwavering love he’s witnessed in his life, and his examples are stunning in the way they slice straight to the core of love, to the bond that can’t be broken by the physical world. This is one of the purest tributes to love I’ve ever heard. – Tara Seetharam
The first quarter of the countdown comes to a close, highlighted by excellent comeback attempts by T. Graham Brown, Emmylou Harris, and Willie Nelson.
400 Greatest Singles of the Nineties: #325-#301
He Would Be Sixteen
1992 | Peak: #31
Sometimes the choices that you make linger forever. Here, a woman in her thirties drives past a high school football game, and her mind wanders to the painful void left in her heart from the son she gave up for adoption. – Kevin Coyne
It Matters to Me
1995 | Peak: #1
Faith Hill’s sophomore album is a surprisingly deep set, filled with candid insights into different womens’ lives. The title track represents that spirit well, as a woman articulates the differences in her and her man’s relationship approaches with impressive precision. – Dan Milliken