Skip navigation Jump to main navigation

Applications for 2024 Columbia Summer Session programs are now open!

Close alert

Greg Shepard

Greater Good Challenge Coach; Founder and CEO of BOSS Capital Partners, Serial Entrepreneur, Angel Investor, Forbes Author, Keynote Speaker

Gregory Shepard is the creator of BOSS (Business Operating Support System), an open-source business operating system, that is based on his 20+ years of entrepreneurial and investor experience. BOSS was developed to empower entrepreneurs and increase the overall startup success rate.

Shepard is a founding partner at BOSS Capital Partners, a global investment syndicate that focuses on series seed technology businesses and offers operational expertise and guidance to achieve capital-efficient and rewarding outcomes. Their most recent success is Delerrok, which was acquired by Cubic Transportation for $48M in less than 3 years of initial investment as a result of implementing the BOSS Methodology and Framework.

Shepard's success story of overcoming obstacles and wealth distribution is what drives him to support entrepreneurs around the world. From growing up with very little to having a visual processing disorder and dyslexia, he 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.

Shepard has built and sold 12 businesses in BioTech, TransitTech, AdTech and MarTech. A published author with ForbesBooks, he has also been a contributor to magazines, such as Forbes, Fortune and Entrepreneur. He has been quoted in publications such as The New York Observer, The Deal and Thrive Global, as well as appearing on TV, radio, and popular podcasts. Shepard is a recipient of four private equity awards for a transaction between $250M to $1B. A TEDX and keynote speaker since 2015, Shepard has spoken at multiple universities and conferences worldwide.