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Captive Insurance Jobs in Wisconsin (NOW HIRING)

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Insurance Risk Manager

Milwaukee, WI · On-site

The Insurance Risk Manager will support the overall business by providing high-level risk ... Captive management experience (831 B and 831 A) * Proficient in multiline and multi-state claim ...

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Captive Insurance information

See Wisconsin salary details

$25.2K

$65.6K

$122.6K

How much do captive insurance jobs pay per year?

As of Jul 15, 2026, the average yearly pay for captive insurance in Wisconsin is $65,630.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,900.00 and $77,700.00 per year, depending on experience, location, and employer.

What is a Captive Insurance job?

A Captive Insurance job involves managing and operating a captive insurance company, which is a subsidiary created by a parent company to insure its own risks. Professionals in this field handle regulatory compliance, risk assessment, underwriting, claims management, and financial reporting. They work closely with actuaries, legal teams, and financial officers to optimize coverage and minimize costs. These roles are commonly found in industries with significant risk exposure, such as healthcare, manufacturing, and transportation.

What are the key skills and qualifications needed to thrive in the Captive Insurance position, and why are they important?

To thrive in Captive Insurance, you need strong analytical skills, a solid understanding of insurance principles, and relevant educational background in finance, business, or risk management. Familiarity with captive management software, regulatory compliance systems, and industry certifications such as ACI or CPCU is often expected. Excellent communication, client relationship management, and problem-solving abilities are valuable soft skills. These competencies are essential for effectively designing, administering, and optimizing captive insurance programs to meet clients' unique risk and financial objectives.

What are typical daily responsibilities for professionals working in Captive Insurance?

In a Captive Insurance role, your daily responsibilities may include analyzing client risk profiles, structuring and managing captive insurance policies, ensuring regulatory compliance, and coordinating with clients, brokers, and regulators. You might also oversee claims processing, prepare financial statements, and participate in meetings to discuss strategy and performance of the captive program. Collaboration with underwriters, actuaries, and legal professionals is common, and you'll often be involved in continuous monitoring to optimize coverage and cost-effectiveness. This dynamic environment offers exposure to a range of industries and provides opportunities to develop deep expertise in alternative risk solutions.

What are the most commonly searched types of Captive Insurance jobs in Wisconsin? The most popular types of Captive Insurance jobs in Wisconsin are:
What are popular job titles related to Captive Insurance jobs in Wisconsin? For Captive Insurance jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Captive Insurance jobs in Wisconsin look for? The top searched job categories for Captive Insurance jobs in Wisconsin are:
Captive Insurance jobs near you
Infographic showing various Captive Insurance job openings in Wisconsin as of July 2026, with employment types broken down into 14% Locum Tenens, 61% As Needed, 20% Full Time, 4% Part Time, and 1% Temporary. Highlights an 70% Physical, 6% Hybrid, and 24% Remote job distribution, with an average salary of $65,630 per year, or $31.6 per hour.
Insurance Risk Manager

Insurance Risk Manager

Timothy Jon & Associates

Milwaukee, WI • On-site

Full-time

Medical, Dental, Life, Retirement, PTO

Re-posted 19 days ago

Job description

A national commercial real estate firm based in Milwaukee, WI, is seeking an experienced Insurance Risk Manager to join its team. In this role, you will support enterprise-wide risk management and insurance programs by providing high-level expertise across a broad range of coverages. The position requires managing a complex, fast-paced insurance program and serving as a key liaison between internal stakeholders and external insurance brokerage partners to deliver best-in-class insurance solutions across multiple business units.
This role involves exercising independent judgment to analyze operations and contractual obligations in the context of insurance solutions to mitigate risk. You will coordinate risk management due diligence for new locations, projects, and business ventures, lead initiatives to enhance safety and risk control programs, and maintain strong relationships within the insurance marketplace, including carriers and brokers.
Key Responsibilities:
  • Build and maintain strong business relationships through phone, email, virtual meetings, and in-person interactions
  • Support leadership and operations teams with day-to-day insurance and risk management activities
  • Partner with insurance brokers to execute business priorities and risk-related deliverables
  • Coordinate internal and external risk management processes, ensuring accuracy, timeliness, and professionalism
  • Lead the annual insurance renewal process in collaboration with leadership and brokers, including preparation of underwriting information and carrier engagement
  • Drive improvements across insurance renewals, compliance, loss control, and overall risk management initiatives
  • Collaborate cross-functionally with finance, operations, legal, and other departments to achieve organizational objectives
  • Assist internal teams, adjusters, and brokers with insurance program administration, billing, claims management, and issue resolution
  • Perform additional duties as assigned by leadership

Required Qualifications:
  • Bachelor's degree or equivalent combination of education and experience
  • 5+ years of relevant experience in risk management and insurance
  • Strong relationship management and communication skills, with the ability to work effectively with brokers, carriers, and internal stakeholders
  • Proficiency in Microsoft Office Suite or similar tools
  • Willingness and ability to travel domestically and internationally

Preferred Qualifications:
  • Advanced degree in a related field
  • Professional insurance designations (CPCU, ARM, AIC, etc.)
  • Experience managing complex property insurance programs across U.S., London, and Bermuda markets, including layered program structures
  • Experience investigating complex or fatal liability claims
  • Familiarity with Risk Management Information Systems (RMIS), such as Origami
  • 10+ years of experience leading cross-functional teams
  • Captive insurance management experience (831(b) and 831(a))
  • Multiline and multistate claims investigation and documentation experience
  • Experience resolving large property loss claims, including negotiating advances
  • Experience implementing nationwide loss control programs in a remote environment
  • Knowledge of executive liability lines (Cyber, D&O, Crime, etc.)
  • Understanding of trust structures and related risk strategies
  • Strong training, development, and presentation skills
  • Experience in the retail insurance brokerage marketplace
  • Insurance modeling experience
  • Personal lines experience
  • Experience securing coverage for coastal properties (e.g., Florida, California)
  • Advanced database and spreadsheet skills
  • Experience working with public adjusters and negotiating recovery terms
  • Audit experience, including driver safety reporting systems such as Samba Safety
  • Ability to manage multi-state insurance broker teams

Compensation & Benefits:
  • Paid training, holidays, and vacation
  • Company-sponsored 401(k)
  • Comprehensive benefits package, including medical, dental, and life insurance
  • Additional company perks and wellness offerings

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