Creative Risk

From Center Stage to Backstage: Alan Bennett’s Unlikely Second Act

What happens when your career takes a turn you never planned for - and it ends up being exactly where you're supposed to be? In this episode of Creative Risk, Joshua sits down with Alan Bennett, a performer-turned-Broadway wardrobe supervisor, for a deeply candid and often hilarious conversation about longevity in the arts, reinvention, and the unexpected ways creative careers evolve.

Alan opens up about his early passion for dance and performance, the realities of touring, and how a financial crisis (and a medical scare) rerouted him into a new chapter backstage. They explore everything from backstage politics and the overlooked artistry of wardrobe, to the invisible labor that keeps Broadway running. This isn’t just a conversation about costumes - it’s about ego, pride, adaptation, and finding fulfillment in unexpected places. Whether you're an artist navigating change or simply love good backstage stories, this episode reminds us that creative success doesn’t always look the way we thought it would.

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“CREATIVE RISK”, is a new podcast hosted by actors Joshua Morgan and Mike Labbadia of Artist’s Strategy where they explore all things art, entrepreneurialism and everything in between. The acting industry is more volatile and competitive than ever before, therefore the artist must evolve in order to take radical ownership over their creative businesses. Each episode, Mike and Joshua will get raw and unfiltered, giving hot takes and cutting edge strategies on how to build a sustainable career in the arts.

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