What to Consider When Thinking About Entrepreneurship

The idea of leaving corporate America and becoming your own boss is exciting, but entrepreneurship is more than just a dream—it’s a mindset shift and a commitment to navigating uncertainty with confidence. Many aspiring entrepreneurs jump in headfirst, only to realize they lack clarity, strategy, or a realistic plan to make their business vision a reality. Passion alone won’t sustain you; understanding risk, market demand, and execution strategy is key.

Before making the leap, you must ask yourself: Am I prepared for the challenges of running a business? Do I have the right support, skills, and financial runway? Entrepreneurship isn’t just about starting something new—it’s about thinking differently, problem-solving, and building a foundation for long-term success. A coach or consultant can provide valuable insights, structure, and perspective, ensuring you’re not just chasing a dream but building a sustainable future.

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Stephanie L. Herring

Executive Coach, HR & People Strategy Leader

With over 25 years of experience leading human resources, people, and culture strategy, Stephanie L. Herring is a dynamic force in the industry—an executive, coach, and trusted advisor committed to transforming workplace cultures and individual careers. As a subject matter expert in HR, business strategy, and leadership development, she has shaped the success of organizations nationwide, serving in executive roles such as Chief, Senior Vice President, and Director of Human Resources. Her work has spanned multiple industries, driving people-centric initiatives that bridge business goals with employee well-being.

Stephanie’s passion for people extends beyond boardrooms and HR strategy meetings. As the Founder and Chief Empowerment Officer of PeopleFirst Coaching & Consulting Solutions, she merges her corporate expertise with her lifelong dedication to coaching. Her firm was cultivated to empower individuals at every stage of life and career—whether navigating workplace challenges, overcoming toxicity in corporate environments, exploring entrepreneurship, or transitioning from college into the workforce.

A high achiever who believes in meeting people where they are, Stephanie’s coaching approach is grounded in authenticity, resilience, and actionable strategy. She has spent decades mentoring professionals and executives, guiding them toward clarity, confidence, and success on their own terms.

Stephanie holds degrees in Journalism Communications and Secondary Education. She is a Certified Professional in Human Resources (PHR, SHRM-CP) and a Strategic HR Business Partner (sHRBP), recognized by the Human Resources Certification Institute, Society for Human Resources Management, and Human Capital Institute. Additionally, she is a Certified Life and Career Coach, blending structured career guidance with personal empowerment.

Her leadership and impact have earned her numerous accolades, including being named one of the Top Admired Women Leaders in Pittsburgh by Women We Admire and receiving a C-Suite Award from the Pittsburgh Business Times—an honor she was nominated for by the workforce she served.

Stephanie’s driving philosophy is simple yet powerful: #PeopleFirst. Whether coaching individuals or shaping corporate cultures, she remains steadfast in her mission—helping others take their next authentic step forward.