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This week, I’m excited to welcome Gregory Shepard to the mic.
In this inspiring 45-minute conversation, Greg shares his journey from humble beginnings, shaped by his struggles with neurodivergence and poverty, to becoming a successful entrepreneur, author, and philanthropist.
Despite the obstacles, Greg’s determination led him to build and sell 12 businesses, and today he’s a champion for young entrepreneurs, spreading his philosophy of “Altruistic Capitalism”—the idea that business success and social good can go hand in hand.
Greg’s story of resilience and fearless optimism serves as a powerful example of how anyone can overcome adversity and create meaningful impact.
Tune in to hear Greg’s insights on navigating life’s challenges, and be inspired to take bold steps in your own leadership journey!
ABOUT OUR GUEST
Gregory Shepard has built and sold 12 businesses in BioTech, TransitTech, AdTech and MarTech. He is a Forbes Book Author and contributor and has been featured or quoted in publications like Fortune, Entrepreneur, The New York Observer, The DEAL and Thrive Global. A recipient of four private equity awards for transactions between $250M to $1B, Greg has appeared on TV, Radio, and popular Podcasts. Greg has also been a TEDX and Keynote speaker at multiple universities and conferences worldwide.
As a founder at BOSS Capital Partners, Greg co-leads a global investment syndicate that focuses on series seed technology businesses that prefer operational expertise and guidance to achieve rewarding, capital-efficient outcomes. Their most recent success story is Delerrok, which was acquired by Cubic Transportation for $48M in just under 3 years of initial investment as a result of implementing Greg’s proprietary BOSS (Business Operating Support System) Methodology and Framework. BOSS–an open-source business operating system formulated by Greg’s 20+ years of entrepreneurial experience and investor expertise–was developed to empower entrepreneurs and increase the overall startup success rate.
Learn more about Greg and his work here: www.gregoryshepard.com
ABOUT OUR HOST
Ken Eslick is an Entrepreneur, Author, Podcaster, Tony Robbins Trainer, Life Coach, Husband of 35+ Years, and Grandfather. Ken currently spends his time as the President & Founder of The Leaders Lab where he and his team focus on Senior Leadership Acquisition. They get founders the next level C-Suite Leaders they need to go from being an Inc. Magazine 5000 fastest growing company to $100,000,000 + in revenue.
You can learn more about Ken and his team at
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