Chief Risk

Remote, USA Full-time Posted 2026-05-04
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We are building a next-generation Preventative Health Collective that integrates behavioral data, risk tiering, and catastrophic cost-sharing into a unified ecosystem.
This is NOT traditional insurance.
This is not a innovative healthshare.

We are designing a prevention-first membership model with shared catastrophic pooling mechanics, dynamic risk stratification, and long-term solvency design. We are seeking a highly experienced architect who understands how alternative risk pools are structured, protected, and sustained.

    Role OverviewThe Chief Risk & Cost Sharing Architect will design and stress-test the financial and regulatory foundation of our cost-sharing model.This is a strategic architecture role (not an operations or sales position).You will help design:
  • Pool structure and contribution methodology
  • Risk stratification and tiered membership logic
  • Reserve design and capital buffer strategy
  • Stop-loss and reinsurance layering
  • TPA selection and claims governance frameworks
  • Regulatory positioning across multiple states
  • Entity structuring to protect solvency and compliance
  • Long-term sustainability modeling

You will work directly with the founder and executive team to harden the system before scale.

Key Responsibilities
Design the underlying financial engine of the cost-sharing pool
Model solvency scenarios under varying claim loads
Identify regulatory landmines and classification risks
Advise on ERISA implications where applicable
Structure relationships with TPAs and stop-loss carriers
Establish reserve and liquidity policies
Provide clear recommendations on compliance guardrails
Stress-test incentive and tiering models to avoid insurance classification

    Ideal BackgroundWe are looking for someone who has:
  • Designed or architected medical cost-sharing programs
  • Structured multi-entity trusts or alternative risk pools
  • Experience in self-funded employer plans
  • Deep knowledge of stop-loss and reinsurance markets
  • Worked with TPAs and non-traditional reimbursement models
  • Navigated state regulatory scrutiny
  • Strong financial modeling capability
    Bonus if you understand:
  • Behavioral incentive systems
  • Tiered pricing models
  • Membership-based ecosystems
  • Network marketing compliance considerations
    This is an architecture role focused on protecting and strengthening the financial engine.Structure
  • Fractional engagement initially (10–20 hours per week)
  • Advisory or contract structure
  • Compensation competitive and aligned with scope
  • Potential to evolve into long-term strategic leadership
  • We believe the future of healthcare is prevention-first, community-driven, and structurally sound.To do that responsibly, the foundation must be engineered correctly from day one. You will be an integral part of that.

Apply Now

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