Fractional COO – Insurance

Overview

We are trusted by leading enterprises in USA and Canada today and are now looking to expand our team of strategic advisors.

, we help insurance operations leaders reduce the burden of regulatory reporting, audit preparation, and risk documentation. Our platform transforms fragmented knowledge, scenarios, and compliance artifacts into an auditable, decision-ready system—without touching actuarial models or pricing engines.

We’re not building another risk model.

We’re eliminating the operational pain around risk: the manual, repetitive processes that consume weeks every quarter and create audit uncertainty.

We’re seeking fractional advisors who bring both deep operational experience and a strategic network within the insurance space. Ideal candidates:

• Have led operational, compliance, or regulatory functions at a mid-market insurance carrier (P&C, Life, Health, or Specialty). You understand firsthand why ORSA narratives take six weeks and how audit cycles strain teams.
• Maintain strong, first-degree relationships with insurance executives—COOs, Heads of Compliance, SVPs of Operations, and Chief Risk Officers.
• Are open to making warm introductions and shaping go-to-market efforts. This is an opportunity to influence early traction, not just provide strategic input.
• Have a builder’s mindset. You’re energized by helping an early-stage company win its first 10 customers and refine its product-market fit.

• Facilitate introductions to insurance executives responsible for operational, compliance, or regulatory workflows
• Validate positioning and messaging for buyers (COO, Head of Compliance, VP of Operations)
• Advise on procurement dynamics—what gets bought, by whom, and how
• Pressure-test our product roadmap against actual operational workflows
• Optionally join early sales conversations alongside our team (with additional compensation)

• Former COO, SVP Operations, Head of Compliance, or Regulatory Affairs Lead at a US or Canadian insurer
• 15+ years of experience in insurance operations or compliance
• Direct involvement in ORSA, regulatory audits, or enterprise risk documentation
• Deep network within mid-sized carriers (100–3,000 employees)
• Based in the US or Canada (for time zone alignment and potential in-person meetings)

• Ground-floor influence: Shape product, positioning, and go-to-market alongside experienced founders
• Equity participation: Earn meaningful ownership in a high-potential, under-served segment
• High leverage, low commitment: 4–8 hours/month can directly accelerate our path to revenue
• Mission-driven: Help modernize how insurers manage operational risk and regulatory complexity

Send us a short note—no resume required—answering:

• What roles have you held in insurance operations or compliance?
• Can you name a few COOs, SVPs of Ops, or Heads of Compliance in your network who would take a call from you? We won’t contact them without permission—this helps us understand your network depth.
• Why are you interested in an early-stage advisory role at this time?

We review all submissions personally and will respond within 48 hours.