Demo

Associate Director, Reinsurance Associate

Group 1001
Chicago, IL Full Time
POSTED ON 5/8/2026
AVAILABLE BEFORE 6/7/2026
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.

How You'll Contribute:

  • 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

What We're Looking For:

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

Compensation: 

Our compensation reflects the cost of labor across several U.S. geographic markets. The base pay for this position ranges from $140,000/year in our lowest geographic market up to $160,000/year in our highest geographic market. Pay is based on a number of factors including market location and may vary depending on job-related knowledge, skills, and experience.

Benefits Highlights:

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.

Group 1001, and its affiliated companies, is strongly committed to providing a supportive work environment where employee differences are valued. Diversity is an essential ingredient in making Group 1001 a welcoming place to work and is fundamental in building a high-performance team. Diversity embodies all the differences that make us unique individuals. All employees share the responsibility for maintaining a workplace culture of dignity, respect, understanding and appreciation of individual and group differences.

Salary : $140,000 - $160,000

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