SVP/VP – Accident & Health (A&H) Actuary

Skyward Specialty
1d$200,000 - $250,000

About The Position

The SVP/VP – Accident & Health (A&H) Actuary provides actuarial leadership and strategic analytical support for Skyward Specialty’s A&H business, with a primary focus on stop loss and related health programs. This role is responsible for pricing governance, reserving oversight, reinsurance analytics, underwriting decision support, regulatory rate filing support, and the development of actionable portfolio insights. The Chief Actuary partners closely with Underwriting, Compliance, Finance, IT, Reinsurance partners, and external advisors in a public company / SOX-controlled environment. Reporting & Leadership Leads and develops a small actuarial team. Influences across functions (Underwriting, Compliance, Finance, IT, Reinsurance) to ensure timely, controlled, and decision-useful actuarial outputs.

Requirements

  • FSA (Fellow of the Society of Actuaries) or ASA (Associate) of the Society of Actuaries)
  • Significant actuarial experience supporting Accident & Health, with strong exposure to stop loss pricing and portfolio management.
  • Demonstrated experience operating in a public company environment with strong documentation discipline and comfort with SOX/internal controls.
  • Proven ability to lead a team and deliver through influence in a shared services model.
  • Strong business partnership skills with Underwriting, Finance, Compliance, IT, and reinsurance stakeholders.

Nice To Haves

  • Experience with Connecture rating tools and stop loss rater maintenance.
  • Experience with reinsurance treaty structures (XOL and QS) and captive arrangements.
  • Familiarity with economic capital modeling and working with reinsurance brokers/consultants.
  • Experience evaluating or implementing AI/insurtech underwriting tools and building governance around model usage.

Responsibilities

  • Pricing, Rating & Regulatory Support Provide actuarial support to Compliance for mid-year rate certifications and full-year rate filings, leveraging Willis Towers Watson stop loss manuals.
  • Maintain new business and renewal rate targets and rating tools within Connecture.
  • Maintain the Minimum Essential Coverage (MEC) rater.
  • Evaluate provider network savings and develop specific and aggregate pricing factors to support competitive and adequate pricing.
  • Underwriting Partnership & Portfolio Insights Develop and monitor key underwriting and portfolio performance metrics; present findings to Underwriting leadership and Senior Staff.
  • Produce ad-hoc experience studies across business segments to inform strategy, pricing, and underwriting actions.
  • Support Underwriting with complex case pricing and structure assessments, including consultation on unusual or high-exposure risks.
  • Evaluate and provide recommendations on AI-enabled medical underwriting solutions (e.g., Gradient, MedScore, Verikai, Milliman Curve), including validation of impact and governance considerations.
  • Reinsurance & Capital Analytics Model captive reinsurance structures and collaborate with captive actuaries and captive managers on design, performance, and ongoing monitoring.
  • Evaluate annual reinsurance rates and terms; maintain Excess of Loss (XOL) and Quota Share (QS) treaty structures within systems and governance processes.
  • Partner with Guy Carpenter to support the firm’s risk-based economic capital model, including data, assumptions, and business inputs.
  • Reserving, Financial Controls & SOX Compliance Peer review claim liabilities and reserves; estimate and document loss picks in accordance with internal controls.
  • Maintain alignment with SOX requirements and coordinate with external partners (e.g., CFGI and Ernst & Young) to support auditability, documentation, and controls testing.
  • Data, Systems & Reporting Enablement Partner with IT to develop and maintain stop loss databases that support pricing, experience analysis, reserving, and reporting needs.
  • Maintain and enhance Core & Captive dashboards to provide transparent, timely portfolio intelligence to stakeholders.
  • Executive Communication & Culture Participate in and contribute to A&H and enterprise communication forums such as A&H Town Halls, Actuarial Summits, and Corporate Quarterly Business Reviews.

Benefits

  • health and welfare benefits
  • tuition and professional certification assistance
  • 401k savings
  • elective participation in the Employee Stock Purchase Program
  • paid time off
  • paid holidays
  • child bonding leave
  • other employee assistance

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What This Job Offers

Job Type

Full-time

Career Level

Executive

Education Level

No Education Listed

Number of Employees

251-500 employees

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