Senior Account Manager - Group Captive Insurance Management
WTW
Listing collected from WTW's career site. NextChapter is independent of WTW.
Chicago, IL · Posted October 8, 2026
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Where Chicago, IL ranks
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November 2026
- #1Best cities for government pay after cost of living$146k · of 18
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- #1Best all-round cities for mid-career professionals in the Midwest80 / 100 · of 20
Rankings about sales jobs
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- Best cities for sales pay after cost of living #1 Santa Clara ($175k)
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Pay compared with the market
This listing does not state pay. Across 32 open senior account manager listings that state pay, the middle half runs $85,000 to $132,500 and the median is $114,000.
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Senior Account Manager salaries by state · Check your own pay
How AI is used in this kind of work
AI use among sales managers is little observed so far. Measured exposure for sales managers: 4% (little observed).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
About the job
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 DM
Preparing, 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
Coordinate and prepare materials for client meetings and presentations
Present information to client boards and committees as required
Respond promptly to client inquiries and deliver best-in-class client service
20% travel involved
Relationships
Internal Partnerships:
Collaborate with internal teams to ensure consistency of processes and service delivery
Coordinate with cross-functional departments to support client and program objectives
External Relationships:
Build and maintain strong relationships with: Clients
Broker partners
Insurance carriers
Third-party service providers
Success Measures
Accurate and timely financial reporting
Effective management of client programs and renewals
Strong client retention and satisfaction
Growth within the existing client portfolio
Successful collaboration with internal and external stakeholders
The Requirements
Education:
Bachelor's degree in Accounting, Finance, or a related field
Experience:
Minimum of 5 years of experience in accounting, financial analysis, or a related discipline
Experience in insurance, captive management, or insurance-related financial transactions is preferred
Interest in learning insurance operations and risk financing concepts
Technical Skills:
Advanced computer proficiency, including financial analysis and reporting tools
Strong analytical and problem-solving skills with attention to detail
Client Service & Communication:
Strong client service orientation with the ability to build and maintain professional relationships
Comfortable interacting directly with clients and external stakeholders
Excellent interpersonal, verbal, and written communication skills
Ability to explain financial information clearly to both technical and non-technical audiences
Professional Competencies:
Strong organizational and time management skills
Ability to manage multiple priorities and meet deadlines in a fast-paced environment
Collaborative team player with the ability to work effectively across functions
This position will remain posted for a minimum of three business days from the date posted or until sufficient/appropriate candidate slate has been identified.
Compensation and Benefits
Base salary range and benefits information for this position are being included in accordance with requirements of various state/local pay transparency legislation. Please note that salaries may vary for different individuals in the same role based on several factors, including but not limited to location of the role, individual competencies, education/professional certifications, qualifications/experience, performance in the role and potential for revenue generation (Producer roles only).
Compensation
The base salary compensation range being offered for this role is $110,000.00-$150,000.00 USD annually.
This role is also eligible for an annual short-term incentive bonus.
Company Benefits
WTW provides a competitive benefit package which includes the following (eligibility requirements apply):
Health and Welfare Benefits: Medical (including prescription coverage), Dental, Vision, Health Savings Account, Commuter Account, Health Care and Dependent Care Flexible Spending Accounts, Group Accident, Group Critical Illness, Life Insurance, AD&D, Group Legal, Identify Theft Protection, Wellbeing Program and Work/Life Resources (including Employee Assistance Program)
Leave Benefits: Paid Holidays, Annual Paid Time Off (includes state/local paid leave where required), Short-Term Disability, Long-Term Disability, Other Leaves (e.g., Bereavement, FMLA, ADA, Jury Duty, Military Leave, and Parental and Adoption Leave), Paid Time Off (only included for Washington roles)
Retirement Benefits: Qualified contributory pension plan (if eligible) and 401(k) plan with annual nonelective company contribution. Non-qualified retirement plans available to senior level colleagues who satisfy the plans’ eligibility requirements.
Pursuant to the San Francisco Fair Chance Ordinance and Los Angeles County Fair Chance Ordinance for Employers, we will consider for employment qualified applicants with arrest and conviction records.
At WTW, we trust you to know your work and the people, tools and environment you need to be successful. The majority of our colleagues work in a ”hybrid” style, with a mix of remote, in-person and in-office interactions dependent on the needs of the team, role and clients. Our flexibility is rooted in trust and “hybrid” is not a one-size-fits-all solution.
We understand flexibility is key to supporting an inclusive and diverse workforce and so we encourage requests for all types of flexible working as well as location-based arrangements. Please speak to your recruiter to discuss more.
EOE, including disability/vets