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Gregory Shepard
Co-Founder BOSS Capital Partners & BOSS Startup Science; Serial Entrepreneur; Neurodiversity Advocate
Part Steve Jobs, Part Forrest Gump, All-American Dream. Gregory Shepard has built and sold 12 businesses in BioTech, TransitTech, AdTech and MarTech. He is a Forbes 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, Shepard has appeared on TV, Radio, and popular podcasts. He has also been a TEDX and keynote speaker at multiple universities and conferences worldwide.
As a founder at BOSS Capital Partners, Shepard co-leads a global investment syndicate that focuses on seed-stage 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 Shepard’s proprietary BOSS (Business Operating Support System) Methodology and Framework. BOSS – an open-source business operating system formulated by his 20+ years of entrepreneurial experience and investor expertise – was developed to empower entrepreneurs and increase the overall startup success rate.
Humble beginnings molded by struggles with neurodivergence and poverty haven’t stopped Shepard from becoming the successful entrepreneur, author, and philanthropist he is today. His success story of overcoming obstacles is what drives him to support young entrepreneurs looking to spark positive change in the world around them, spreading his message of “Altruistic Capitalism”. From growing up with very little, to navigating a world not built for those with neurodivergences, Shepard continues to be one of the most recognizable examples of how fearless optimism and steadfast determination can guide any intelligent and determined young professional toward success.
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