"I Don't Know How To Say Goodbye To You" by Sam Phillips

Befuddling music experts everywhere, singer and songwriter Sam Phillips has never broken onto the Top 100. She is best known for her critically acclaimed 1994 album, "Martinis and Bikinis," which was nominated for a Grammy award and spawned the popular single, "Baby I Can't Please You."

Before strolling into mainstream pop, she released several Christian records under her given name Leslie. In 1985, her record "Black And White In A Grey World" was nominated for a Grammy.

Marking her initial venture as Sam, Phillips released a terrific record in 1988 called "The Indescribable Wow" that was filled with should've-been chart hits like this one.