| Year | Category | Actor | Show |
|---|
| 1990 | Best Actress | Joy Beebe | Noises Off |
|---|
|
| Best Actress | Becky Quetone | Noises Off |
|---|
| Best Actor | Ed Van Duyne | Noises Off |
|---|
| Best Supporting Actress | Marty Howrey | LuAnn Hampton Laverty Oberlander |
|---|
| Best Supporting Actor | John Dowers | The Mousetrap |
|---|
|
| Best Supporting Actor | John Dowers | LuAnn Hampton Laverty Oberlander |
|---|
| Jean Lewis Scholarship | Tricia Reed |
|---|
| 1991 | Best Actress | Karen Boothe | Steel Magnolias |
|---|
| Best Actor | Bill Satterfield | Love, Sex, and the I.R.S. |
|---|
| Best Supporting Actress | Bev McCallister | Romantic Comedy |
|---|
| Best Supporting Actor | Bob Hous | Romantic Comedy |
|---|
| Jean Lewis Scholarship | Angela Lucas |
|---|
| 1992 | Best Actress | Pat Simpson | The Trip to Bountiful |
|---|
| Best Actor | Bob Scott | A Company of Wayward Saints |
|---|
| Best Supporting Actress | Kathleen Spain | Reckless |
|---|
| Best Supporting Actor | Ed DeVore | Reckless |
|---|
| Jean Lewis Scholarship | Justin Vickers |
|---|
| 1993 | Best Actress | Donna Sant | Ravenscroft |
|---|
| Best Actor | Karl Gnadt | Arsenic & Old Lace |
|---|
| Best Supporting Actress | Tammi Fitzgerald | Ravenscroft |
|---|
| Best Supporting Actor | Dave Downing | Ordinary People |
|---|
| Jean Lewis Scholarship | Justin Vickers |
|---|
| 1994 | Best Actress | Karen Boothe | The Wisdom of Eve |
|---|
| Best Actor | Sonny Downing | Murder in the Magnolias |
|---|
| Best Actor | Jim Gilmour | The Wisdom of Eve |
|---|
| Best Supporting Actress | Sue Ann Crick | The Wisdom of Eve |
|---|
| Best Supporting Actor | John Dowers | Murder in the Magnolias |
|---|
| Cameo | Lisa Lovelace | The Wisdom of Eve |
|---|
| Jean Lewis Scholarship | Michael Hance |
|---|
| 1995 | Best Actress | Donna Sant | Lost in Yonkers |
|---|
| Best Actor | David E. Laker | Rumors |
|---|
| Best Supporting Actress | Sue Ann Crick | Fatal Attraction |
|---|
| Best Supporting Actor | Bob Scott | Lost in Yonkers |
|---|
| Cameo | Gaye Garner | Lost in Yonkers |
|---|
| Meritorious Service Award | Bill Schatz | |
|---|
| Jean Lewis Scholarship | Cheryl Coake |
|---|
| 1996 | Best Actress | Jerilyn Hempel | How the Other Half Loves |
|---|
| Best Actor | Bob Scott | Early One Evening at the Rainbow Bar & Grille |
|---|
| Best Supporting Actress | Donna Sant | Crimes of the Heart |
|---|
| Best Supporting Actor | Chuck Pundt | Early One Evening at the Rainbow Bar & Grille |
|---|
| Jean Lewis Scholarship | Kodi Farnsworth |
|---|
| 1997 | Best Actress | Tarita Waite | Wait Until Dark |
|---|
| Best Actor | Karl Gnadt | Here Lies Jeremy Troy |
|---|
| Best Supporting Actress | Whitney Shutes | Wait Until Dark |
|---|
| Best Supporting Actor | Karl Gnadt | Harvey |
|---|
| Cameo | Lisa Lovelace | Harvey |
|---|
| Backstage Award | Ken Harden | Set Design and Set Building |
|---|
| Jean Lewis Scholarship | Jason Asaad |
|---|
| 1998 | Best Actress | Lorraine Morgan | The Rainmaker |
|---|
| Best Actor | David E. Laker | My Three Angels |
|---|
| Best Supporting Actress | Lisa Lovelace | Daddy's Dyin', Who's Got the Will? |
|---|
| Best Supporting Actor | Chuck Pundt | My Three Angels |
|---|
| Best Supporting Actor | Bob Kinsella | My Three Angels |
|---|
| Cameo | Dave Downing | Daddy's Dyin', Who's Got the Will? |
|---|
| Backstage Award | Ed Sant | For Years of Outstanding Contribution and Support of Red Mask |
|---|
| Jean Lewis Scholarship | Mandy Gourley |
|---|
| 1999 | Best Actress | Barb Stover | The Curious Savage |
|---|
| Best Actor | Christopher Kearby | The Diviners |
|---|
| Best Supporting Actress | Gaye Garner | The Curious Savage |
|---|
| Best Supporting Actor | Sonny Downing | The Diviners |
|---|
| Cameo | Sara Hunt | The Diviners |
|---|
| Backstage Award | David E. Laker | For Contributions in Make-Up |
|---|
| Jean Lewis Scholarship | Greg Duckett |
|---|
