Writer, performer and speaker Stephanie Wilson turns the messy, funny and sometimes brutal parts of being human into stories that make people laugh, think and feel a little less alone.

Stories about what happens when life doesn't go according to plan

A one-woman theatrical journey through ambition, identity, family, loss—and the sometimes terrifying freedom of choosing a life that actually fits.

Forgive Me Grandma, For I Have Sinned

“A top-selling, dynamic performance... raw, emotional, and often comedic. Prepare to be captivated.” — BroadwayWorld

No theatre required.

Show

Speaking + Workshops

Stephanie brings the same humor, honesty and audience connection from her storytelling and stage work into talks and interactive experiences for companies, conferences and organizations.

Interactive Communication Workshop

IMPROVED BY
improv

A lively, low-pressure workshop using simple improv-based exercises to explore how we listen, respond, adapt and connect.

Conversations That Actually Connect

Teams That Listen to Each Other

More Confidence in Unscripted Moments

Better Communication When Things Don’t Go as Planned

Explore the Workshop

STORY-DRIVEN

SPEAKING

Funny, candid talks about what happens when the life you've built stops fitting — and what it takes to choose what comes next.

Reinvention & Starting Over

Taking the Leap Before You're Ready

Resilience When Life Goes Off-Script

Choosing a Life That Actually Fits

Keynotes + Talks

Topics can include:

Every talk is tailored to the audience and grounded in real stories rather than a traditional lecture.

Explore Speaking

FORGIVE ME

GRANDMA

The Hybrid Experience

Bring the humor, storytelling and emotional punch of Stephanie's award-winning one-woman show to conferences, organizations and special events.

A theatrical experience adapted for non-theatrical spaces — without the full production requirements.

Explore the Show

Speaking

Stephanie Wilson: Writer. Performer. 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.

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.

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.

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

About

The story behind every talk Stephanie gives.

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.

🔹 For anyone who’s ever lost their way—but refused to stay there.