Stephanie Wilson
Performer · Speaker · Author
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After walking away from a six-figure career and boarding a ship
with nothing but a one-way ticket and a breaking point, Stephanie Wilson takes audiences through a brutally honest, fast-paced journey about the moments that unravel us and the bold choices that change everything.
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The impact of a keynote with the power of live performance
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A one-woman show that delivers a thought-provoking, fully engaging live experience—no theatre required.
Forgive Me Grandma, For I Have Sinned
Looking to book something unforgettable at your next event?
This one-woman show goes beyond the traditional keynote.
“An intimate conversation with the audience, filled with laughter, tears, and moments of profound insight.” — BroadwayWorld
Speaking Engagements (Adapted from the show)
If a full performance isn’t the right fit, Stephanie delivers powerful, story-driven talks tailored to your audience.
Events, Conferences, Associations & Retreats
Topics Include:
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Creativity
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Bold Leaps & Reinvention
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Resilience & Change
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Choosing a Life That Fits
Stephanie blends storytelling, humor, and real-life experience to create talks that feel more like an experience than a lecture. Audiences laugh, reflect, and leave with a new perspective that actually sticks.
Not sure which topic fits? During our discovery call, we'll explore your audience's needs and craft a talk made specifically for them.
For Companies &
Organizations
Is your organization navigating burnout, high turnover, or a culture that's lost its momentum? Stephanie's featured keynotes are built for exactly that conversation.
Leadership Focused
Why Your Best People Leave: What leaders do in everyday moments that determines whether they stay
Company Wide
The Real Building Blocks of Team Culture: Practical shifts that improve retention, rebuild trust, and create cultures people actually want to be part of.
Drawing on an MBA, graduate studies in progressive leadership in Seoul, South Korea, and years inside various corporate environments — Stephanie delivers talks that get to the root, not the symptom.
Forgive Me Grandma, For I Have Sinned: the hybrid version:
Stephanie can also bring an intimate version of her one-woman show to non-theatrical settings — a theatrical experience without the theatrical production requirements.
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Stephanie Wilson: Storyteller. Performer. Fearless Explorer of What’s Next.
Stephanie Wilson is an award-winning performer, speaker, and author who has spent her career doing one thing: telling the truth out loud.
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She holds a degree in Finance, an MBA, and has trained at the Stella Adler Studio of Acting — bringing the same rigor to the stage that she once brought to the boardroom. As a former resident producer at The Secret Theatre in Long Island City, she understands what it takes to build work that actually lands. As the granddaughter of Italian immigrants, she understands obligation, legacy, and the quiet weight of other people's expectations.
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Her one-woman show, Forgive Me Grandma, For I Have Sinned, became the top-selling performance at United Solo, the world's largest solo theater festival. Her memoir, Big Waves & Wooden Benches, continues the story beyond the stage.
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As a child, she wanted to be the first female president — with the caveat that if that didn't work out, she just hoped her life would be a good story. In her eyes, she got her wish.
Live Boldly
The story behind every talk Stephanie gives.
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Big Waves & Wooden Benches
What if the life you built suddenly fell apart? What if the only way forward was to let go of everything?
When Stephanie Wilson’s world shattered, she sold everything she owned and set sail for 115 days, chasing answers across the globe. But big adventures don’t always lead to clarity. Sometimes, they leave you sitting on a wooden bench in a New York City park, broke, lost, and wondering what the hell comes next.
From the chaos of crashing waves to the stillness of rock bottom, Big Waves & Wooden Benches is a fearless, funny, and brutally honest memoir about trusting yourself when there’s nothing left to hold onto.
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🔹 For anyone who’s ever lost their way—but refused to stay there.
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Let's Work Together
