Associate Director, Reinsurance Associate

Group 1001 • Chicago, IL

11d • $140,000 - $160,000

About The Position

Group 1001 is a consumer-centric, technology-driven family of insurance companies on a mission to deliver outstanding value and operational performance by combining financial strength and stability with deep insurance expertise and a can-do culture. Group1001’s culture emphasizes the importance of collaboration, communication, core business focus, risk management, and striving for outcomes. This goal extends to how we hire and onboard our most valuable assets – our employees. Why This Role Matters: We are seeking a Reinsurance Associate to join our team. The Reinsurance Associate will support the development, execution, and management of Group 1001’s annuity reinsurance programs. This role is ideal for a detail-oriented, analytical professional with experience in life and/or annuity reinsurance and a desire to grow in a fast-paced, entrepreneurial environment. You’ll work closely with internal teams (across finance, actuarial, legal, and investments) and external partners to structure, analyze, and monitor transactions that advance our business objectives.

Requirements

• Bachelor’s degree in Finance, Actuarial Science, Economics, Mathematics, or a related field.
• 4-6 years of experience in annuity reinsurance or related transaction support at an insurer, reinsurer, or consulting firm
• Familiarity with life and annuity reinsurance structures (e.g., coinsurance, funds-withheld, modified coinsurance, offshore arrangements, trust/collateral mechanics).
• Strong quantitative and analytical skills with proficiency in Excel (required).
• Excellent organization, attention to detail, and written and verbal communication skills.
• Ability to work collaboratively across teams and manage multiple priorities in a dynamic environment.
• Curiosity and desire to learn about global reinsurance markets and how to participate in emerging opportunities in this market.

Nice To Haves

• Experience with hedging and ALM a plus, particularly foreign currency hedging and duration risk management.

Responsibilities

• Assist in due diligence and transaction structuring for prospective reinsurance partners, including treaty review, pricing analysis, cash-flow modeling, and risk assessment.
• Support the execution of international annuity reinsurance transactions, coordinating across time zones and managing deliverables with reinsurers, brokers, and banking partners.
• Maintain relationships with global reinsurance counterparties and intermediaries; ensure all treaty requirements are met, including payments, collateral postings, and settlement reporting.
• Monitor and periodically review active reinsurance treaties.
• Partner with Actuarial and Finance teams to analyze ceded liabilities, profitability, and capital impacts; prepare reports for management and regulatory purposes.
• Research new structures, including interpreting differences in regulatory regimes as they relate to annuity reinsurance structures.
• Coordinate closing deliverables, signature packets, and flow of funds across internal and external stakeholders.
• Validate and reconcile reinsurance data feeds; contribute to automation and accuracy enhancements across reporting processes.
• Support onboarding of new treaties into internal systems; monitor performance metrics, collateral adequacy, and compliance.
• Monitor developments in the global annuity reinsurance market, including pricing trends, counterparties, and emerging opportunities.
• Collaborate with Legal, Actuarial, Finance, and Investment teams to ensure alignment across transaction execution, valuation, and reporting.
• Identify and implement opportunities to streamline reporting, enhance data quality, and strengthen operational controls throughout the reinsurance lifecycle

Benefits

• Employees who meet benefit eligibility guidelines and work 30 hours or more weekly, have the ability to enroll in Group 1001’s benefits package.
• Employees (and their families) are eligible to participate in the Company’s comprehensive health, dental, and vision insurance plan options.
• Employees are also eligible for Basic and Supplemental Life Insurance, Short and Long-Term Disability.
• All employees (regardless of hours worked) have immediate access to the Company’s Employee Assistance Program and wellness programs—no enrollment is required.
• Employees may also participate in the Company’s 401K plan, with matching contributions by the Company.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Number of Employees: 1,001-5,000 employees