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The Brain Surgeon's Take

Gregory Shepard: The Startup Lifecycle – Secrets to Entrepreneurial Success

10 Apr 2025

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Gregory Shepard is a 20 year startup veteran and serial entrepreneur with 12 liquidity events under his belt, two of which were sold as part of a $925M transaction that won 4 Private Equity awards for transactions between $250M-$1B. He is a ForbesBooks author who has also written over 100 articles published in 25 national and international publications. A TEDX speaker and keynote speaker for universities, associations and conferences worldwide, his talks inspire the masses.He is the host of the Forbes Radio ‘Meet The BOSS‘ podcast and has been featured as a guest on over 25 popular podcasts as well as numerous network TV shows. Greg Co-Founded Boss Capital Partners, a global syndicate for investing in tech startups. He also Co-Founded Boss Startup Science with a learning center based on the University of San Diego campus. He developed the Business OperatingSupport System (BOSS) as an open source methodology to empower entrepreneurs while increasing startup success rate. Greg’s massive success can also be linked to his 7 neurodivergent conditions which allow him to see business opportunities differently.

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