From 1978 to 1990, he was playwright in residence for the Children's Theatre Company (CTC) of Minneapolis, Minnesota, where he also collaborated as an actor in the resident ensemble, stage manager, promotions director, stage director, and literary manager/dramaturg. Most of his plays are literary adaptations, but he also wrote original works, including a piece about The Troubles in Northern Ireland, The Troubles: Children of Belfast (1987). Leaving the staff in 1990 to pursue a freelance career, Olson was literary manager/dramaturg for the Jungle Theater in Minneapolis (1996-98), and managing director for Bloomington Civic Theater (now Artistry) in Bloomington, Minnesota.
Olson has written, directed and performed in "industrial" scripts[clarification needed] for organizations, including the American Center for Photography, Business Incentives, Hendlin Visual Communications, Jack Morton Productions, Video Buddy and Minnesota Academic Excellence Foundation.
He wrote eight half-hour radio plays dealing with contemporary urban Native Americans, The Cloud Family Collection, for MIGIZI Communications, with Laura Waterman Wittstock.
Olson has received awards and recognition from the American Theatre Critics Association (Margo Jones Award 1984 with CTC), Twin Cities Drama Critics Circle (1981-83 Kudos Awards as Outstanding Playwright, Outstanding Productions) and Minnesota State Arts Board (1990).
Olson has worked as a consultant to social sector organizations through Stern Consulting International.
Plays
Works commissioned and produced by Children's Theatre Company, Minneapolis:
The Pied Piper of Hamelin (1978) based on the poem by Robert Browning. Directed by Myron Johnson.
Hansel and Gretel (1978) based on the folktale by the Brothers Grimm. Directed by Gene Davis Buck.
The Sleeping Beauty (1979) based on the folktale by Charles Perrault with additional material by John Donahue. Directed by John Clark Donahue.
The Story of Babar, the Little Elephant (1980) based on the book by Jean de Brunhoff. Directed by John Clark Donahue.
The Clown of God (1981) based on the story by Tomie dePaola.[1] Music by Steven M. Rydberg, lyrics by Olson. Directed by John Clark Donahue.
The Marvelous Land of Oz (1981) based on the novel by L. Frank Baum.[2] Directed by John Clark Donahue.
Adventures of Babar (1983) original work based on the characters created by Jean de Brunhoff and Laurent de Brunhoff. Directed by Myron Johnson.
Frankenstein (1984) based on the novel by Mary Shelley. Directed by John Clark Donahue.
Kate McGrew and The Mystery of the Tattered Trunk (1985), original work based on a story idea by Wendy Lehr. With Lehr and Richard Russell Ramos. Directed by Richard Russell Ramos.
Penrod, the Worst Boy in Town (1985) based on the book by Booth Tarkington. Music by Anita Ruth, lyrics by Olson and Ruth. Directed by Jon Cranney.
Beatrix Potter's Christmas (1986), original work based on the life and works of Beatrix Potter.[5] Directed by Myron Johnson.
Dracula (1987) based on the novel by Bram Stoker. Directed by Jon Cranney.
Merry Christmas, Strega Nona (1987) based on the Strega Nona story by Tomie dePaola. Music by Alan Shorter, lyrics by Olson and Shorter. Directed by Jon Cranney and Tomie de Paola.
The Troubles: Children of Belfast(1987) original work. Music by Alan Shorter, lyrics by Olson and Shorter.
The Velveteen Rabbit (1988) based on the story by Margery Williams.[6] Directed by Myron Johnson.
Sherlock Holmes and the Baker Street Irregulars (1989) original work based on the characters created by Conan Doyle. Directed by Alan Shorter.
The Wonderful Wizard of Oz (1993) based on the novel by L. Frank Baum. Directed by Gary Gisselman.
The Wind in the Willows (1995) based on the novel by Kenneth Grahame. Music by Roberta Carlson, lyrics by Carlson and Olson. Directed by Gary Gisselman.