Job Description

Industry: Life Insurance Start-Up
Compensation: Competitive Salary + Performance Incentives + Equity Participation

About the Opportunity

Our client, an innovative life insurance company launching in Puerto Rico, seeks a strategic, agile, and execution-focused Chief of Staff to serve as the CEO’s right hand during this pivotal growth phase. This is a rare opportunity for a highly capable insurance professional to help build a modern insurance company from the ground up, while playing a key leadership role in shaping its operational and strategic future.

Key Responsibilities

  • Strategic Project Management: Drive high-impact initiatives and cross-functional projects across departments to ensure timely execution and alignment with company goals.
  • Executive Partnership: Serve as a trusted advisor and operational partner to the CEO, facilitating decision-making, prioritization, and execution across all business areas.
  • Insurance Industry Expertise: Bring a strong foundation in life insurance operations, distribution, or product development to help navigate industry complexities.
  • Regulatory Coordination: Support the CEO in ensuring ongoing compliance with all insurance-related regulatory frameworks in Puerto Rico and U.S. jurisdictions.
  • Stakeholder Management: Prepare board materials, manage investor communications, and facilitate engagement with regulators, reinsurers, and strategic partners.
  • Operational Oversight: Collaborate with department heads to track KPIs, remove roadblocks, and implement streamlined processes for efficiency and scale.
  • Culture & Team Development: Support leadership development and internal communications to help shape a high-performance, collaborative culture.

Ideal Candidate Profile

  • Life Insurance Industry Experience: Background in actuarial, underwriting, operations, product, or compliance within a life insurance carrier or insurtech.
  • Strong Operator: Ability to manage multiple workstreams, handle ambiguity, and act decisively in a startup environment.
  • Strategic Communicator: Excellent verbal and written skills; comfortable interfacing with C-level stakeholders, investors, and regulators.
  • Data-Driven & Analytical: Skilled using dashboards, KPIs, and reporting tools to measure success and drive improvements.
  • Problem Solver & Builder: Enjoys creating structure, solving operational challenges, and executing quickly.
  • Driven & Impact-Oriented: Passionate about making a tangible difference in a company’s trajectory and delivering lasting results.

Why Join

  • 🧭 Influence at the Highest Level – Work side-by-side with the CEO on business-critical initiatives.
  • 💰 Compensation & Equity – Attractive package with upside potential in a fast-growing insurance startup.
  • 🚀 Build from the Ground Up – Shape strategy, operations, and culture during a company’s formative stage.
  • 🌎 Mission-Driven Environment – Collaborate with visionary leaders, industry experts, and elite investors.



Details

Industry Posting
Accounting/Finance
Location
New York City NY