When to push, pivot or walk away

Shaa Wasmund's keynote wasn’t just professional insight; it was a deeply personal reflection on adversity

EBL25 Shaa Wasmund

Shaa Wasmund MBE, a Sunday Times bestselling author, investor, and one of the UK’s most admired serial entrepreneurs, didn’t start with her accolades. Instead, she began with an energy check, a reminder that behind every polished presentation lies an enormous output of emotional and physical resilience. And that, right there, was the heart of her message: resilience, not as a buzzword or badge of honour, but as a conscious, often costly, choice.

A career built on grit (and a touch of chutzpah)

Before we delved into the deep stuff, Shaa gave us a glimpse of her unconventional journey – from a council estate to Buckingham Palace, from the London School of Economics to becoming the world’s first female licensed boxing promoter. Her breakthrough came after she cheekily forged a letter on Cosmopolitan letterhead to secure an interview with boxer Chris Eubank, a move that led to a job offer and launched her entrepreneurial path.

From there, she worked with the legendary Sir James Dyson, helping grow the Dyson brand from a kitchen table concept to a market leader. But Shaa’s story, as she reminded us, isn’t just about being in the right place at the right time; it’s about having the guts to grab opportunities and the resilience to see them through.

The dip, the dead-end, and the danger of pushing too hard

What struck me most was Shaa’s ability to reframe resilience not as “pushing through at all costs,” but as knowing when to pause, pivot, or persist. She introduced a powerful distinction between a “dip” and a “dead-end”, the former being a tough patch worth navigating, and the latter a signpost to stop and change course.

She spoke openly about the sunk-cost fallacy, how we often stay in relationships, businesses, or ideas far longer than we should, simply because we’ve invested so much already. That resonated deeply. How often do we wear resilience like a mask, when what we really need is a moment of clarity, and permission to let go?

From trauma to triumph

Shaa’s keynote wasn’t just professional insight; it was a deeply personal reflection on adversity. She spoke candidly about a childhood marked by violence and addiction, about becoming a single mum and losing her son’s father when he was just a toddler. These weren’t shared for sympathy, but to demonstrate the power of choosing not to be defined by hardship.

She reminded us, with moving conviction, that as adults, we get to choose our narrative. Her story is one of rewriting the script, over and over again, with courage and defiance.

Real talk on entrepreneurial wellness

Shaa challenged the audience to do a “resilience audit”:

  • What are you carrying that you could and should put down?
  • Where are you spending resilience with no return?
  • Who replenishes your energy, and who drains it?

This wasn’t theoretical fluff. She made us think hard about our habits, responsibilities, and relationships. She asked us to be brutally honest about our fears, not just fear of failure, but fear of success. That question landed heavily in the room.

What stood out most was her clarity: “Not everything is worth fighting for.” It was a permission slip many of us didn’t know we needed.

From palace gates to power circles

Shaa shared two defining images: one receiving her MBE from the Queen, the other showing rap icon 50 Cent reading her book. These weren’t boasts; they were proof points of what happens when resilience meets readiness.

She urged us to find support systems, create space, and understand that resilience is not an infinite resource, it must be replenished. “Self-care isn’t selfish,” she said, “it’s a strategy.”

The final question

Shaa ended her keynote with one profound question we were asked to take away and revisit weekly:

“What are you holding onto that is no longer serving you?”

That question, powerful in its simplicity, hung in the air long after she left the stage.

Sitting in that audience felt like we’d been through a therapy session, business masterclass, and motivational talk all in one. Shaa Wasmund inspires, and she disarms. She reminds us that resilience isn’t about being unbreakable, but about putting ourselves back together, stronger, wiser, and more intentional than before.

Resilience by choice, not by chance. That’s the lesson we carried out of that room and into the rest of our business journey.

ABOUT THE AUTHOR
Georgina Taylor
Georgina Taylor
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