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August 10, 2025 43 mins
Episode Summary:

In this episode, we sit down with Ben Van Roo, CEO and Co-Founder of Legion Intelligence and a seasoned leader whose career spans building cutting-edge AI solutions for both the public and private sectors. From working with the Department of Defense at RAND to leading data science at Chegg, serving as EVP of National Security at Primer AI, and now driving innovation at Yurts, Ben brings a rare perspective on AI, leadership, and scaling technology for mission-critical environments.

We dive into his journey of building strong company cultures, navigating brand transformations, and understanding the differences between public and private sector AI adoption. Ben also shares valuable lessons on choosing the right investors, balancing family life with startup leadership, and why timing can be as important as talent in the entrepreneurial journey.

If you’re a founder, operator, or AI enthusiast—especially one interested in government tech, venture capital relationships, or building trust in enterprise AI—this is an episode you won’t want to miss.

Key Topics Discussed:
  • How public and private sector experiences shaped Ben’s leadership style.
  • Lessons learned from winding down a company as CEO.
  • Balancing startup life with family responsibilities.
  • Building team culture and alignment at Legions.
  • Insights from rebranding and redefining a company’s identity.
  • Navigating the complexities of working with the Department of Defense.
  • Differences in AI adoption between public and private sectors.
  • Finding and working with “nice” VCs and spotting red/green flags early.
  • Advice for veterans and government professionals starting companies.
  • The advantages of being a founder later in life.
  • How timing and opportunity intersect in entrepreneurial success.
  • What’s next for Yurts over the next 12–18 months.
Resources & Links:

The views expressed on this podcast are for informational purposes only and not financial or legal advice. Consult with a professional for your specific situation."

 

“The views expressed do not necessarily reflect the views of Finalis Inc. or Finalis Securities LLC, Member FINRA/SIPC.”

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