August Wilson & Kevin Kenerly help kick off Oregon Shakespeare Festival’s 90th season

Kenerly, a 26-year veteran of the Ashland festival who has starred in other works by the great American playwright, digs into Wilson's world of "Jitney" as the season begins.
Kevin Kenerly breaks up during a table read for the Oregon Shakespeare Festival's production of August Wilson's Jitney, opening March 16, in which he plays Turnbo. Photo: Joe Sofranko
Kevin Kenerly, playing Turnbo, breaks up during a table read for the Oregon Shakespeare Festival’s production of August Wilson’s Jitney, opening March 16. Photo: Joe Sofranko

While the Oregon Shakespeare Festival is best known for its commitment to the Bard, its stages have long featured a wide range of playwrights. One writer, in particular, stands out as OSF’s most-produced after Shakespeare: August Wilson.

The acclaimed chronicler of Black life in America has had many of his plays performed in Ashland, with longtime OSF actor Kevin Kenerly taking on key roles in several of them over his 26 seasons with the company.

This season, OSF’s 90th, the actor returns to Wilson’s world in Jitney, opening Sunday, March 16, on the Angus Bowmer Theatre stage and playing through July 20.

The season opens its nine-play season March 14 with Julius Caesar, and follows with The Importance of Being Earnest and Fat Ham on March 15.

Kenerly shares his reflections on the playwright’s enduring impact, as well as his own experiences inhabiting Wilson’s richly drawn characters.

From the rhythm of the dialogue to the depth of the storytelling, Wilson’s work resonates powerfully on the OSF stage. Kenerly believes it’s because there is an honesty and earnestness to each play.

“It speaks to the human experience, not just that of African-Americans,” he said. “The need to foster a family, maintain an intimate relationship, hold on to a family object or home, and touch the spiritual are all things we as a society can embrace.”

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An August Wilson veteran

Sterling (Kevin Kenerly, center right) jokes with Hambone (Tyrone Wilson) as Holloway (Josiah Phillips) and Risa (Bakesta King) look on in the Oregon Shakespeare Festival's 2013 production of August Wilson's Two Trains Running. Photo: Jenny Graham/OSF
Sterling (Kevin Kenerly, center right) jokes with Hambone (Tyrone Wilson) as Holloway (Josiah Phillips) and Risa (Bakesta King) look on in the Oregon Shakespeare Festival’s 2013 production of August Wilson’s Two Trains Running. Photo: Jenny Graham/OSF

At OSF, Kenerly played Levee in Ma Rainey’s Black Bottom in 2005, Citizen Barlow in Gem of the Ocean in 2007, Lyons in Fences in 2008, and Sterling in Two Trains Running in 2013. He also performed in August Wilson plays elsewhere.

“I have been incredibly fortunate,” Kenerly said. “Each play speaks to a specific time or decade in the Black experience, and it’s been an honor to speak to the truths of those lives.”

He acknowledges OSF’s dedication to Wilson’s work as a key factor in preserving its relevance for new generations.

“We’ve kept these plays alive simply by doing them,” he said. “They are truly timeless. OSF has very wisely produced them and filled them with talented crews who beautifully tell these wonderful stories.”

OSF is one of dozens of theaters producing Wilson’s work. Some of the plays have been made into films, and there is a push to do more.

“But there’s nothing like the experience of watching the language come to life in live theater,” Kenerly said.

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Artistic director’s support key

OSF’s artistic director, Tim Bond, promoted Wilson’s plays at the festival long before he assumed his present job. From 1996 to 2007, he directed 13 productions as associate artist director under Libby Appel. Two of those plays were by Wilson: Ma Rainey’s Black Bottom and Gem of the Ocean.

“We had a short hiatus from completing the canon here,” Kenerly said, “Now that Tim Bond is stewarding this institution, we are back in the game. It’s only fitting that we produced another August Wilson for such a milestone year.”

Kenerly plays Turnbo in this season’s Jitney.  He describes the character as “the memory of the neighborhood,” a type of historian for his society.

“His doggedness about right and wrong is what I find most interesting,” he said.

Turnbo is known for stirring up drama among his fellow jitney drivers.

A pain in the butt

Kevin Kenerly, center, participates in a first rehearsal of Jitney at OSF. Photo: Joe Sofranko
Kevin Kenerly, center, participates in a first rehearsal of Jitney at OSF. Photo: Joe Sofranko

“He is meddlesome, but it comes from a place of genuine concern for the future of his neighbors,” Kenerly said. “Playing up his curiosity and watchfulness keeps him human. In my opinion though, inarguably, the man is a pain in the butt.”

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Kenerly said there is a touch of mysticism in Jitney, and echoes of other August Wilson plays.

Jitney has some of the heartstrings of Fences, some of the yearning of King Hedley II, and the musicality of Seven Guitars. It very neatly and elegantly shows August Wilson’s use of rhythm, culture and shared language though monologues and quick verbal exchanges,” Kenerly said.

The actor said the challenge is to look for the complexities of his character — the who, what, and why he is as he is.

“It would be a mistake to play him as clownish or two-dimensional,” he said. “Turnbo is hilarious. He has some of the best quotable quips in any play I’ve ever been in. He’s also irritating.”

Speaking the truth

Kenerly said playing in August Wilson plays has had a positive influence on him as an actor and a person.

“The characters have encouraged me to speak the truth when telling these stories. There’s a frankness and song to much of the language, and I hear the history of my family in their voices. That gives me a deep appreciation for where I’ve come from and where I’m heading,” he said.

Is there an August Wilson role on his bucket list?

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“I’ve never been in a production of Joe Turner. I’d happily play any role in it that was offered to me.”

There are limits, of course.

“You have to be of a particular age to play some of these characters,” he said. “There are windows where I’ve been too young or too old to be cast as a character, and had to wait until I was ready — or accept that those characters passed me by (or vice-versa).”

August Wilson died of cancer in 2005. If Kenerly could have a conversation with him today, what would he ask him or tell him?

“I would say the same thing I said to him once before: Thank you!”

Wilson’s reply would likely be “Likewise!”

For more information about Jitney and other 2025 plays, or to purchase tickets, visit osfashland.org.

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This story was originally published at Ashland.news on March 9, 2025.

Freelance writer Jim Flint is a retired Washington state newspaper editor and publisher now living in Southern Oregon.

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  1. Annette Lewis

    I lived in Ashland twenty years and only left in fall of 2021 because of fires. During that time I saw each of the plays Osf produced of August Wilson at least twice and all that Kevin Kennerly was in as well. I would really enjoy seeing them each. I’m hoping they will each be made into films.

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