| Year | Cast Name | Name | 1999 | Will | Kirk Larson | 1999 | Vivian | Amie Shapiro | 1999 | Stage Manager | Tom Mynar | 1999 | Slim Skidmore | Channing Boyer | 1999 | Set Design/Lights | Bronson | 1999 | Sara Ann | Karina Olivera | 1999 | Sam | Jay Ward | 1999 | Producer | Jeff Crumley | 1999 | Nellie | Karleigh Blevins | 1999 | Music Director | Larry Trop | 1999 | Mike | Jonathan Hoover | 1999 | Marshall Cord Elam | Ivar Vasco | 1999 | Laurey | Susan Leedom | 1999 | Jud | Christopher J. Peduzzi | 1999 | Jess | Rick Kile | 1999 | Ike | Steve Chessen | 1999 | Gertie | Karen McCord | 1999 | Fred | Ryan Murtos | 1999 | Fanny | Laurel Gregory | 1999 | Emma | Emma Pop | 1999 | Ellen | Brandi Dearing | 1999 | Dream Laurie/Louisa May | Sarah Jay | 1999 | Director | Sandi Newcomb | 1999 | Curly | Jon Sparks | 1999 | Choreographer | Marie Madera | 1999 | Catherine | Kim Midanik | 1999 | Betty Jean | Shannon Coogan | 1999 | Aunt Eller | Dawn Vasco | 1999 | Armina | Brandy Warden | 1999 | Angeline | Stephanie Carrie | 1999 | Andrew Carnes | Bob Goodwin | 1999 | Ali Hakim | Gerard Reyes | 1999 | Aggie "School Mum" | Sally Agresti | 1999 | Ado Annie | Brigid Ward | 1999 | 2000-Supporting Actress in a Musical | Brigid Ward | 1999 | 2000-Supporing Actor in a Musical | Chris Peduzzi | 1999 | 2000-Male Ensemble in a Musical | Channing Boyer | 1999 | 2000-Female Ensemble in a Musical | Kim Midanik | 1999 | 2000-Female Cameo in a Musical | Karen McCord | 1999 | 2000-Best Show | Jeff and Brooks-Anne Crumley | 1999 | 2000-Best Director | Sandi Newcomb | 1999 | 2000-Actress in a Musical | Susan Leedom | 1999 | 2000-Actor in a Musical | Jon Sparks |