Written and first recorded by Karla Bonoff (1988).
Hit version by Wynonna Judd (US #77/C&W #3/CAN #3 1993).
From the wiki: “Early in her career, Karla Bonoff sang background vocals for Linda Ronstadt and Wendy Waldman before releasing her own debut album in 1977, titled Karla Bonoff. In 1982, Bonoff reached the Top 40 with her song ‘Personally’.
“As a songwriter, several of Bonoff’s songs have been interpreted by other artists: ‘Home’ by Bonnie Raitt, ‘Isn’t It Always Love’ by Lynn Anderson, ‘Someone to Lay Down Beside’ and ‘If He’s Ever Near’ by Linda Ronstaft, and ‘Tell Me Why’ by Wynonna Judd, who released her version in 1993 as the first single and title track from the album Tell Me Why.”
Karla Bonoff & Linda Ronstadt, “Tell Me Why” live performance (ca. 1990):
Wynonna Judd, “Tell Me Why” (1993):