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Senior Account Manager - Group Captive Insurance Management

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Willis Towers Watson
Full Time position
Listed on 2026-10-10
Job specializations:
  • Insurance
    Risk Manager/Analyst
Job Description & How to Apply Below
Summary A captive is a licensed insurance company that is established to enable an entity to manage, or in the case of a group captive, multiple entities to manage and finance their risk more efficiently.  The role of the Captives & Insurance Management Solutions Practice is to then manage the captive once an entity has established it.  The Captive Account Manager will work assisting the team in producing accurate and pertinent financial, insurance and accounting information on a timely basis to enable the Captive Boards to make informed decisions.  

This will include liaising with the parent company, insurance regulator, directors, and service providers in respect of the above.

This position is a senior client-facing role responsible for directly supporting commercial Property and Casualty Insurance client relationship management efforts and coordinating all service activity at the program level.
The senior Account Manager/Financial Analyst is a key member of the client service team responsible for facilitating the delivery of program level strategy and providing program consultation to clients.

Note:

visa employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity.

The Role Serve as the primary financial reporting liaison for assigned captive clients, providing technical expertise and oversight across member escrow accounts, loss billing, captive financial statements, and member equity reporting. This role is responsible for managing client financial reporting, supporting underwriting and renewal activities, maintaining strong client relationships, and identifying opportunities for organic growth within an existing portfolio.

Key Responsibilities Client Financial Reporting & Oversight Act as the subject matter expert and escalation point for financial reporting matters, including:

Member escrow accounts

Loss billing reconciliations

Captive financial statements

Member equity statements

Responsibilities include:

Preparing and reconciling monthly financial data with the Domicile Manager (DM)
Preparing, reconciling, and analyzing loss billing activity with carriers and the DMPreparing, reconciling, and analyzing member escrow statements semi-annually

Preparing, reconciling, and analyzing member equity statements annually

Preparing, reconciling, and analyzing collateral requirements for insureds and carriers

Client Portfolio & Revenue Management Manage and retain revenue within an assigned client portfolio

Identify and support organic growth opportunities

Deliver proactive client service and relationship management

Pre-Renewal Strategy & Planning Lead internal renewal strategy meetings, including:
Program performance reviews

Expiring exposure analysis

Client service agreement reviews

Service planning and delivery discussions

Partner with Producers and Account Executives to facilitate external client strategy meetings

Document meeting outcomes, action items, and next steps

Underwriting & Program Management Collaborate with broker partners and insureds to gather underwriting information

Review client exposure updates and provide coverage recommendations

Monitor exposure trends and risk transfer pricing across assigned programs

Develop underwriting materials and exhibits for annual board meetings as needed

Present underwriting and program information to management and captive boards of directors

Develop program-level proposal content and document coverage decisions and changes

Process bind orders and ensure timely delivery of binders and coverage documentation

Coordinate premium invoicing, collection, and premium cession activities

Monitor policy issuance and endorsement processing while serving as liaison between brokers and carriers

Client Service & Administration…
Position Requirements
10+ Years work experience
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