Gary native coming to Indy as a star of ‘Motown The Musical’

March 23, 2017
Chester Gregory Courtesy of Broadway in Indianapolis. Used by permission,

Chester Gregory –  Courtesy of Broadway in Indianapolis. Used by permission,

Actor, singer, dancer Chester  “Chess” Gregory has gone from one show to another ever since he graduated with B.F.A. in theater from Columbia College in Chicago. Now appearing in the national tour of “Motown The Musical.” Born and raised in Gary, Indiana,  Gregory will soon be in the capitol of his home state playing Motown founder and producer/songwriter Berry Gordy. Presented by Broadway in Indianapolis, the show will play Old National Centre March 28 through April 2.

“Motown the Musical,”directed by Charles Randolph-Wright is the story of Gordy’s  journey from featherweight boxer to the legendary  music impresario. Gordy launched the careers of giants such as  Diana Ross, Michael Jackson, Stevie Wonder, Smokey Robinson, Marvin Gaye and many more.

40 classic hits such as “My Girl,” and “Ain’t No Mountain High Enough” are featured in the show that tells the story behind the hits as Barry and his Motown family who struggle against the odds to create the soundtrack that helped to break racial barriers of segregation through music. As far as the aforementioned Gregory—it wasn’t until I interviewed him yesterday by phone from St. Louis, where the tour is current playing, that I realized that I had seen him him perform previously at The Cabaret at The Columbia Club (now its former home) in February of 2014.  At the time, Gregory was starring in “The Eve of Jackie,” a show he created, which paid tribute to an early Motown great, Jackie Wilson.


Chester Gregory as Berry Gordy in “Motown The Musical.” Courtesy of Joan Marcus. Used by permission.

At the beginning of the interview I asked Gregory if he had ever played Indy and he mentioned that he had appeared here in “Dreamgirls” and “Sister Act.” But when he said that he had also played the Cabaret, it was then I recalled his memorable performance that prompted me to write a review in which I stated  “Gregory performed in character as Wilson for the Cabaret audience as if it were present at the entertainer’s live show. Rather than merely impersonating Wilson, Gregory captured his essence instead. Possessing a vocal tone and range similar to Wilson’s, Gregory channeled his idol through a performance in which he replicated the singer’s falsetto, signature choreography, passion and inexhaustible energy.”

For the graduate of the Emerson Visual and Performing Arts School in Gary, it’s a “full circle moment” playing Gordy who discovered both Jackie Wilson and that other Gary native, Michael Jackson. Burned in Gregory’s memory is the time in 2003  he performed as Jackie Wilson for MJ (who gave him a standing ovation) who revered the iconic entertainer. “Growing up in Gary and looking up to Michael Jackson and everything he brought to Gary, playing Jackie Wilson, who was MJ’s biggest influence and now playing Barry Gordon the guy who discovered MJ and propelled his career— is kind of a trifecta. For me it’s a celebration of these three icons who not only gave inspiration to the world but helped me believe that whatever I wanted to do was attainable.” says Gregory.


“Motown The Musical” – Courtesy of Joan Marcus. Used by permission.

As far as “Motown,” Gregory says that audiences are “incredibly diverse.The crowds we see when we look out every night are exactly what Gordy envisioned for Motown. He wanted music to cross all barriers. We  see everybody from Baby boomers on to X, Y and  the millennials generation. Plus, audiences usually mixed with both blacks and whites in attendance.

According the Gregory, young people people appreciate the music because he says  “Much of the current music they hear samples Motown songs. They hear those songs and say ‘Oh, I didn’t know it came from that.’ The music is so great. It transcends generations. They may not necessarily know the artists but are familiar with some of the music. It’s really interesting.”


L-R Chester Gregory as Berry Gordy & Allison Semmes as Diana Ross in “Motown The Musical.” Courtesy of Joan Marcus. Used by permission.

Gregory confirms that it’s the Baby boomers who are especially affected by “Motown’ and says “I hear stories from them about  their high school days  like when Motown songs were played at sock hops that were segregated. All the black kids would be on one side and all the white kids would be on the other side of the room just like in “Hairspray.” By the time they graduated, and largely because of Motown music, eventually everybody danced together when the songs came on. The sock hops were integrated.”

And how many Motown oldies but goodies will you hear when you see the show?  “60 songs. The Motown catalogue is one of the best in the world and everybody has their own individual response to it. Some had their first dance, their first kiss to this music. We cover a lot of  music, so it is interesting to hear people yell and scream when they hear certain songs and we certainly encourage those responses.” says Gregory.

“Motown The Musical”  will play Old National Centre March 28 – April 4. The performance schedule is Tuesday through Thursday evenings at 7:30 p.m., Friday & Saturday evenings at 8 p.m., Saturday matinee at 2 p.m., Sunday matinee at 1 p.m., and Sunday evening at 6:30 p.m.. Tickets are available in person at Clowes Memorial Hall, the Old National Centre Ticket Office, online at, or by phone at 1-800-982-2787. The Groups of 10 or more can book now by calling 317-632-7469 x103.










photo: Josh Humble

About Tom

Journalist, producer, director, Emmy Award-winning documentary filmmaker, arts administrator, TV contributor, actor, model, writer and lyricist, Tom Alvarez has had an extensive career in media and the fine arts and continues to be an enthusiastic and devoted fan of both. His passion and unique background grant him insight, access and perspective to cover, promote and review the arts in Indianapolis, Central Indiana and beyond. Follow him on social media @tomalvarezartswriter and @tomalvarez1.

Alvarez has been writing about theatre, dance, music, cinema and visual arts for 40 years. His work has appeared in the Indianapolis Star, NUVO, Indianapolis Monthly, Arts Indiana, Unite Magazine, Dance Magazine, NOTE Magazine, and, among many other print and online platforms. A former contributor to Across Indiana on WFYI-TV, he currently has a regular performing arts segment on WISH-TV’s Life. Style. Live!

A principal of Klein & Alvarez Productions, LLC, Alvarez co-created “Calder, The Musical” and is the managing director of Magic Thread Cabaret. As an actor-model, he has appeared in numerous TV and print ads and is represented by the Helen Wells Agency and Heyman Talent Artists Agency.

On the Aisle Team

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One Comment

  1. Toni said...

    What a beautifully written article. Chester Gregory is a phenomenal artist.
    You will be in awe of this man. I am so proud of him and even prouder to know him. Congratulations on your continued success Chester. All the best
    Toni Simpson

    March 23, 2017 at 10:48 pm | link to this reply to this

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