WTW Finance/FinTech

Account Manager - Group Captive Insurance Management

Chicago, IL In person Full-time

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 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 Account Manager 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: Employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity.

The Role

Key liaison for financial reporting on clients

Individual contributor acting as referral point on technical issues related to member escrow accounts, loss billing, captive financial statements and member equity statements

Revenue responsibilities

Revenue of existing portfolio and organic growth opportunities.

Pre-Renewal Strategy

Prepare and facilitate internal strategy meetings, including program level oversight delivery and review of current program, expiring exposures, client service agreements, menu of services required and client service plan.

Partner with Producer/Account Executive to facilitate external strategy meetings. Ensure in-session documentation is kept and that meeting outcomes and next steps are finalized

Underwriting

  • Working with broker partners and insureds to gather all required information for renewals, mid-term endorsement requests and various account handling tasks/projects
  • Provide guidance as needed for review of client exposure updates and identification of recommendations for upcoming program coverages.
  • Monitoring of exposures and risk transfer pricing within an assigned client portfolio
  • Where needed, produce underwriting materials and exhibits for annual board meetings
  • Ensure bind orders are processed and confirm that coverage and binders are delivered to broking partners
  • Coordinate invoicing, collection and ceding of premiums
  • Monitor policy issuance and endorsement processing acting as liaison between brokers and carrier
  • Review audits for accuracy and monitor for exposure approval and recording

Administration

Coordinate all client meeting materials

Respond to client inquiries and coordinate best in class service

Internal

Work with internal team for consistency across processes, coordinate efforts with other internal departments as needed

External

Interaction with clients, broker partners and other service providers.

The Requirements

Qualifications

  • Bachelor’s degree in Accounting, Finance, Risk Management, Insurance, Business Administration, or a related field, or equivalent relevant experience.
  • 5 - 8 years of relevant experience in commercial Property & Casualty insurance, captive insurance, insurance brokerage, underwriting, risk management, accounting, or financial services preferred.
  • Desire to learn or prior experience with insurance transactions is a plus.
  • Working knowledge of commercial insurance transactions, including premiums, losses, exposures, renewals, policy issuance, endorsements, audits, and invoicing, preferred.
  • Strong proficiency in Microsoft Excel and other Microsoft 365 applications, with demonstrated analytical and financial aptitude.
  • Ability to analyze financial and insurance information, identify discrepancies, and communicate findings clearly to clients and internal stakeholders.
  • Strong project management, organizational, prioritization, and attention-to-detail skills, with the ability to manage multiple client programs and deadlines.
  • Excellent client service, relationship management, and verbal and written communication skills.
  • Demonstrated ability to work independently, exercise sound judgment, and collaborate effectively with brokers, carriers, clients, and internal teams.
  • Experience preparing financial reports, underwriting materials, client presentations, or board materials is a plus.
  • Professional insurance, risk management, or accounting credentials such as CPCU, ARM, ACI, or CPA are a plus but not required.
  • Demonstrated proficiency in leveraging approved AI-enabled and digital tools to improve productivity, workflow efficiency, knowledge sharing, and client outcomes.
  • Sound judgment in evaluating AI-generated outputs for accuracy, relevance, compliance, and business impact.
  • Understanding of Responsible AI principles, including data privacy, information security, transparency, risk management, and ethical AI use.
  • Commitment to continuous learning, emerging technologies, and AI adoption initiatives.
  • 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 $60,000.00-$100,000.00 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

Job description provided by WTW.
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