Trials and Transformations: How Jessica Dennehy Helps Business Leaders Pivot and Slay Their Way to Success

For most people, the freedom of living and working outside the constraints of a 9-5 job is a pleasant daydream, but not something they would be brave enough to seriously pursue. But for Jessica Dennehy, founder and CEO of Pivot & Slay, stepping back from her traditional career path led her down a more extraordinary one – and now she empowers others to do the same.

Through Pivot & Slay, Dennehy helps clients push forward through life’s trials to find the strength and motivation to build their career and craft a dream life on their own terms. She encourages entrepreneurs to take all that energy once directed toward building a career within a company owned by someone else and instead focus it on building their own ideal life.

“That’s the kind of momentum I always encourage people to harness,” she said. “That energy that you’re putting toward someone else’s dream right now could be going toward your own dream. Once that lightbulb clicks on, you’re going to be unstoppable.”

A Transformative Leader

Dennehy didn’t start off as a small business consultant, or even as someone dreaming of owning her own business one day. After graduating law school and landing a glamorous job as a Wall Street regulator, she began dipping her toes into the waters of entrepreneurship by opening a luxury barbershop in 2012. As the business gained traction, so too did her dreams of business ownership.

“I began to feel the freedom that owning a business could provide and decided it was time to make that my full-time job,” she said. “I still put my legal and regulatory experience to good use, though – we expanded the business threefold and opened a location overseas. None of my life experience ever went to waste, and I think that’s true for many entrepreneurs.”

For Dennehy, another driving force behind her desire to become a business owner instead of working for someone else was the abundance of ways to offer community support. Business owners are members of the community in ways corporations aren’t, she said, and the ability to give back so tangibly was incredibly appealing to her.

“I’m a big believer in the transformational power of community,” she said. “Even during the pandemic when the barbershop had to close for several months, I was still able to be on the ground supporting the community by using my contacts to get over 100,000 surgical masks to healthcare workers and first responders. Just that alone is enough to show that entrepreneurs are a vital part of a community ecosystem. 

The pandemic also planted the seeds for Pivot & Slay within Dennehy. As she began coaching small business owners through closures and restrictions and helped them craft reopening protocols and small business loan applications, she began thinking to herself: “What if this became my new life?”

A Transformative Mindset

Pivot & Slay is founded on the principle that hard work, humility, dedication and a positive mindset make any business owner a force to be reckoned with. Dennehy’s belief that the things learned through life experience have a powerful impact on the lives of others is the driving force behind the work she does through Pivot & Slay.

“When I realized that I could use my experiences to empower others to find success similar to mine, I was so excited to get to work transforming lives in a different way,” she said. “From business leaders to budding entrepreneurs, I help clients pivot their businesses and their mindsets, because you definitely need both to grow and find success.”

For Dennehy, no two clients are the same – and that’s the fun of it! What sets Pivot & Slay apart is her ability to, as the name suggests, pivot when it comes to her consulting. From resources and advice to leadership and guidance, each client gets personalized attention and action items that are crafted for what they need to find success.

“I truly am here to help everyone, from digital media experts and influencers to authors and CEOs,” she said. “If you’re coming to the table ready to be transformed, I am super excited to meet you there and help you find the path to success that works for you.”

About Pivot & Slay

Pivot & Slay’s transformative programs empower leaders and entrepreneurs to reach out of their comfort zones to find their authentic selves & start taking the risks necessary for success. Founder Jessica Dennehy has been featured in the New York Post, Entrepreneur.com, and Billionaire Success. To check out her services, visit https://www.pivotandslay.com/