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Debi's fourth solo CD, Cupid, released in January 2005, has been called "an incredible CD...truly memorable...nothing short of amazing" by Music Monthly Magazine, and "colorful...lovely...clever... not to be missed" by The Washington Post. Christine Lavin says, "There are a few folk performers who are not only great writers and performers, but also born with the gift of a naturally beautiful singing voice...now with her her album "Cupid", Debi's vocal range is that much more impressive. Her fans will be thrilled." Co-produced by Debi with Billy Kemp, Cupid includes appearances by Doc Watson, Kemp, pianist Jon Carroll, and dobroist Mike Auldridge.
Two of the songs, "Cupid" and "Drivin'", are co-written with Billy Kemp, who greatly influenced Debi in the creation of this album. "We just hit it off, musically and personally, right away", says Debi. "Creating this album with Billy was pure magic". Her most requested song, "Pass it On", about watching a child grow up, makes its recording debut. The song, "Pie", is co-written with Debi's paternal grandmother, Ruth Morgan Smith. Debi took an excerpt from her Nebraskan grandmother's dustbowl diary and wrote the song; Doc Watson adds a warm note to its production. "My Kinda Man", co-written with Tom Paxton, swings light-heartedly with the guitar and piano work of Billy Kemp and Jon Carroll. The traditional "Water is Wide", and the live version of "Rainbow" soar under Smith and Kemp's musical kinship. Debi brings her ever-expanding versatile stylings and voice to this project, and explores new vocal and songwriting arenas.