About the Leadership Experience

Background insights into the founder's perspective on values and the journey.

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Built for Governance and Strategy

Middlefield Advisors is an independent professional services advisory firm focused on strategy and governance for investor-backed and debt-structured businesses. The firm advises organizations navigating growth, transformation, risk, and capital oversight. Though established within the past year, the advisory practice is built on over 30 years of industry experience, offering seasoned judgment without institutional bias.

Principles Guiding Advisory Engagements

  • Independent thinking supported by objective advisory judgment

  • Practical governance grounded in real-world operating experience

  • Long-term value prioritized over short-term performance outcomes

Team meeting around a circular table.

About Douglas Robare

Advisory and Leadership

Douglas Robare is an insurance executive and governance architect with over 27 years of experience operating at the intersection of underwriting, capital, and regulation. He has held senior regulatory approvals across multiple jurisdictions and served as a board member, advisor, and venture partner to insurance, Insurtech, and AI-led businesses. His work focuses on aligning risk, accountability, and long-term value creation.

Douglas Robare

Leadership Positions Held Over Career

  • Insurance and Insurtech industry leadership roles
  • Board member and advisory board participant roles
  • Venture partner and active investment leadership positions
  • Strategic advisor to scaling and growth-stage businesses
  • Advocate for responsible AI and cybersecurity adoption
Businesspeople shaking hands on a staircase.

Work Spanning Traditional and Emerging Models

  • Strategic growth and M&A advisory engagements

  • Governance frameworks for complex organizational structures

  • Technology-enabled operational scaling initiatives

  • Development of high-performing leadership teams

Work With an Experienced Board Advisor

Connect to explore advisory or board-level support grounded in decades of operating and investment experience.