Gregory Shepard

Captain
DISC Type : DS

Founder and CEO at Startup Science

San Diego County, California, United States

Overview

Gregory Shepard is a serial entrepreneur, investor, and Fulbright Scholar who has built and sold twelve technology companies, earning multiple private equity awards. As the founder of Startup Science and author of "The Startup Lifecycle, " he has dedicated his career to creating predictable success frameworks for founders, drawing from extensive research into startup failures.

An outspoken autism and neurodiversity advocate, Gregory uses his personal experiences with dyslexia and autism to champion entrepreneurs from all backgrounds. He actively speaks at events like the NeuroTech Frontiers summit and promotes a philosophy of "altruistic capitalism, " integrating social responsibility with corporate strategy.

Unique fact: To overcome personal challenges, he embraces tackling one task he believes is impossible each year, including once completing a 30-day water-only fast.

Personality Overview

Decisive But Calm

Planner & Achiever

Long-Term Thinker

They exhibit a rare combination of being result-oriented but patient at the same time.  They are very professional in their approach and can weigh multiple perspectives together. Reading between the lines and seeing beyond your words comes naturally to them.

Topics They Care About

Founder Success
Authored "The Startup Lifecycle" and founded Startup Science, a platform built on years of research to help entrepreneurs avoid common pitfalls and succeed.
Neurodiversity Advocacy
As a neurodivergent individual, he is a TEDx speaker and passionate advocate for autism and neurodiversity in tech, speaking at conferences like NeuroTech Frontiers.
Exit Strategy Planning
He emphasizes building a company with the buyer in mind from day one, developing the concept of an "Ideal Acquirer Profile" (IAP) for startups.

Media Appearances

Startup Science Podcast with Gregory Shepard. Featured in Apple Podcasts

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Empowering Entrepreneurs Worldwide with BOSS Startup Science's .... Featured in YouTube

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Work History

8-2019
Founder and CEO at Startup Science
Member at Forbes Business Council
Member at Forbes Technology Council
8-2018
General Partner at BOSS Capital Partners
5-2016 - 4-2019
Chief Technology Officer at Pepperjam

Education

Masters from School of Hard Knocks

More Information

Social Presence :

Prographics :

Exp : 9 Location : San Diego County, California, United States Job Level : Leadership Designation : Founder and CEO at Startup Science
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Insights For Selling To Gregory

During A Call Or A Meeting

DO's

  • Suggest clear next steps with confidence, don't be vague or hesitant
  • Focus on the results that your product produces, expect some strategic questions in return
  • You can spend time on BANT (or other qualification methodology) but keep it to the point

DONT's

  • Don't focus too much on mutual contacts or bother about other stakeholders, focus on them
  • Don't go over them unless you are left with no other option
  • Avoid putting conscious effort into relationship-building

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Gregory is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Gregory

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Gregory move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Gregory take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Gregory

Personality Compatibility


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