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| Directed by | ||
|---|---|---|
 | Bobby Roth | |
| Starring | ||
|---|---|---|
 | Kathleen York | Naomi Judd |
| Viveka Davis | Wynonna Judd |
| Bruce Greenwood | Larry Strickland |
| Melinda Dillon | Polly Judd |
| Cari Shayne | Young Naomi (Diana) Judd |
| Megan Ward | Ashley Judd |
| Nick Searcy | |
| Travis Fine | Michael Ciminella |
| Joshua Schaefer | Brian |
| Laura Morgan | |
| Lisa Waltz | |
| A.J. Langer | Girl in wheelchair |
 | Elisabeth Moss | Early Teen Ashley Judd |
 | Dolly Parton | Dolly Parton |
| Ashley Judd | Herself - Narrator |
| Mae Whitman | Young Ashley Judd |
| Rob Nilsson | Glen Judd |
| Billy Vera | Pops / Judd Band |
| David Purdham | Michael Ciminella |
| M.C. Gainey | Gaylon |
| Mary-Joan Negro | Billie Ciminella |
| Paul Bartel | Ralph Emery |
| Jack Bender | Musician in Cafe |
| Mark Boone Junior | Redneck |
| Karlie Brown | Toddler Wynonna (Christina) Judd |
| Kirstie Brown | Toddler Wynonna (Christina) Judd |
| Harold Cane | Bellefonte Band member |
| Martin Davidson | Dr. Mitchum |
| Nick Faigin | Bellefonte Band member |
| Max Gail | Professor Ray Morello |
| Gina Gallego | Female Newscaster |
| Trishalee Hardy | Child Margaret |
| Jeannette Kerner | Jeannette |
| Piper Lincoln | Toddler Ashley Judd |
| Connell Lund | Bellefonte Band member |
| Leathan Lund | Bellefonte Band member |
| Michael Marich | Dwight |
| Nick Roth | Child Mark Judd |
 | David Schickele | Reverend Morton |
| Jennifer Starr | Yvonne |
| Sebastian Tillinger | Donny Yancy |
| Sandee Van Dyke | Young Wynonna (Christina) Judd |
| Greg Bronson | Concertgoer |
| Robert Kerbeck | 38 Year Old |
| Larry Moss | Reverend Dan Scott |
| Chris Mulkey | |
| Bob Nellis | Bellefonte Band member |
| Jason Sanford | Concierge |
| Hester Schell | Biker Chick |
| Delisa Sexton | Cocktail Waitress |
| Jeffrey Urbach | Troubadour Drummer |
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