Senior Reinsurance Analyst, Captives

Ascot GroupStamford, CT
2d

About The Position

This is an opportunity to join Ascot Group - one of the world’s preeminent specialty risk underwriting organizations. Designed as a modern-era company operating through an ecosystem of interconnected global operating platforms, we’re bound by a common mission and purpose: One Ascot. Our greatest strength is a talented team who flourish in a collaborative, inclusive, and entrepreneurial culture, steeped in underwriting excellence, integrity, and a passion to find a better way, The Ascot Way. The Ascot Way guides our people and our organization. Our underwriting platforms collaborate to find creative ways to deploy our capital in a true cross-product and cross-platform approach. These platforms work as one, deploying our capital creatively through our unique Fusion Model: Client Centric, Risk Centric, Technology Centric. Built to be resilient, Ascot maximizes client financial security while delivering bespoke products and world class service — both pre- and post-claims. Ascot exists to solve for our clients’ brightest tomorrow, through agility, collaboration, resilience, and discipline. Position Overview: Reporting to the Head of U.S. Reinsurance Operations, the Senior Reinsurance Analyst, Captives (‘Analyst’) will be responsible to support the structuring, execution, and operational oversight of captives and programs reinsurance transactions. In this role, you will represent the insurance carrier side of the transaction, working closely with captive clients, brokers, actuaries, and internal stakeholders to ensure accurate and compliant administration of reinsurance agreements.

Requirements

  • Bachelor’s degree in Accounting, Finance, Risk Management, or a related field.
  • Demonstrated ability to create mutually beneficial outcomes for all stakeholders in collaborative projects.
  • A minimum of 5 years of relevant experience in reinsurance operations, with a strong focus on captive or fronting arrangements.
  • Deep understanding of reinsurance structures (quota share, excess of loss, stop loss) and collateral mechanisms.
  • Strong analytical and reconciliation skills with attention to detail.
  • Initiative-taking, self-disciplined, and a willingness to learn.
  • Demonstrated diligence, strong organizational and multitasking abilities, and a collaborative working style.
  • Strong verbal and written communication skills.
  • Proficiency with Microsoft Office Suite (Excel, Word, Outlook, etc.).

Responsibilities

  • Serve as the operational lead for captive reinsurance programs where the company acts as the fronting carrier.
  • Serve as the operational lead for onboarding and maintenance of programs reinsurance.
  • Review and interpret reinsurance agreements, ensuring accurate setup and execution of treaty terms.
  • Coordinate with underwriting, legal, finance, and actuarial teams to support deal implementation and ongoing management
  • Responsible for Captive Collateral management including calculating requirements, coordination with brokers/reinsurers on requests, collaboration with Treasury to ensure compliance with wordings, and tracking within reinsurance accounting system.
  • Coordinate with external auditors, examiners, and regulators as needed during reviews or examinations.
  • Support Reinsurance Accounting system implementation.
  • Support ad-hoc projects and requests from management.
  • Commitment to The Ascot Way: Embody The Ascot Way in their daily interaction with colleagues, fostering colleague engagement and development, collaboration, inclusivity, and individual accountability.

Benefits

  • Health and Welfare Benefits: Medical (including prescription coverage), Dental, Vision, Health Savings Account, Commuter Account, Health Care and Dependent Care Flexible Spending Accounts, Life Insurance, AD&D, Work/Life Resources (including Employee Assistance Program), and more
  • Leave Benefits: Paid holidays, annual Paid Time Off (includes paid state /local paid leave where required), Short-term Disability, Long-term Disability, Other leaves (e.g., Bereavement, FMLA, Adoption, Maternity, Military, Primary & Non-Primary Caregiver)
  • Retirement Benefits: Contributory Savings Plan (401k)
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