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Captive Insurance Jobs in Wisconsin (NOW HIRING)

Contribute to global benefits captive initiatives by supporting readiness activities, insured program analysis, and coordination with Finance, Risk, and external partners * Assist with benefit ...

Senior Global Benefits Analyst

Milwaukee, WI ยท On-site

$70K - $93K/yr

Contribute to global benefits captive initiatives by supporting readiness activities, insured program analysis, and coordination with Finance, Risk, and external partners * Assist with benefit ...

Cook

Osseo, WI ยท On-site

$17.50 - $21.52/hr

You'll always have a captive, appreciative audience eager to try out your specials. Experience is ... Insurance * telehealth options (available to non-health plan participants too) * wellness ...

Cook

Osseo, WI ยท On-site

$17.50 - $21.52/hr

You'll always have a captive, appreciative audience eager to try out your specials. Experience is ... Insurance * telehealth options (available to non-health plan participants too) * wellness ...

Cook

Osseo, WI ยท On-site

$13 - $17.50/hr

You'll always have a captive, appreciative audience eager to try out your specials. Experience is ... Insurance * telehealth options (available to non-health plan participants too) * wellness ...

Cook

Osseo, WI

$13 - $17.50/hr

You'll always have a captive, appreciative audience eager to try out your specials. Experience is ... Insurance * telehealth options (available to non-health plan participants too) * wellness ...

Cook - AM Shift

Bloomer, WI ยท On-site

$14.75 - $19.50/hr

You'll always have a captive, appreciative audience eager to try out your specials. Experience is ... insurance - our benefit design offers the flexibility to choose the plan that works best for you ...

Cook - AM Shift

Bloomer, WI ยท On-site

$17 - $20.90/hr

You'll always have a captive, appreciative audience eager to try out your specials. Experience is ... insurance - our benefit design offers the flexibility to choose the plan that works best for you ...

... insurance and technology markets. Your main role responsibilities will include: * Strategic ... captive conferences, and webinars in partnership with our meteorologists and risk/ops teams.

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Showing results 1-20

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 18, 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:
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.
Commercial Producer

Commercial Producer

Steffens Insurance Group

Milwaukee, WI โ€ข On-site

Full-time

Medical, Dental, Vision, Life, PTO

Re-posted 2 days ago


Job description

Description
Steffens Insurance Group has been writing commercial accounts in southeastern Wisconsin for nearly four decades. We're a locally owned independent agency - not a captive, not a franchise. The clients are businesses in this market: contractors, manufacturers, property owners, and local professional services firms. Some of them have been with this agency long enough that we now ensure the next generation of the same company.
We're hiring a Commercial Producer to build a book, not maintain someone else's. That means getting in front of business owners, developing proposals, and closing new commercial accounts while keeping what's already on the books.
What this role actually is:
You're responsible for new business development. That means prospecting from scratch - referrals, direct outreach to target industries, working your network. You survey prospects, pull together the risk and underwriting information, work with our markets, and close. When you write a new account, you hand it to the service team. They handle the day-to-day. You stay focused on the next one.
Renewals are part of the job, too. You stay involved when they matter - large accounts, contested renewals, clients who need a producer-level conversation - but service work stays with the service team.
Who this is for:
You have an active Wisconsin P&C license and at least three years in sales. You know what a production goal looks like, and you've hit one. You're comfortable calling on business owners. You build your own pipeline - nobody hands you a list to work.
This is not for someone who wants a service role with a producer title. The comp is commission-weighted because the upside is real - but only if you're actually closing.
What SIG offers:
  • Base salary + commission structure
  • Health, dental, vision, short-term disability, and life insurance
  • Paid time off and extended holiday weekends
  • Licensing support and professional development
  • Independent agency market access - you're not limited to one carrier's appetite when you're building a proposal
  • You're not starting cold - SIG has been in this market for 40 years, and the name means something to the businesses you'll be calling on

Responsibilities
$42
Qualifications
Required:
โ€ข Active Wisconsin P&C insurance license.
โ€ข 3+ years in sales with a real production history - specific numbers, specific accounts, specific results.
โ€ข Valid driver's license and insured personal vehicle for client travel.
โ€ข On-site in Waterford, WI.
โ€ข US work authorization.
โ€ข Background check.
Preferred:
โ€ข Commercial lines experience in an independent agency setting - a producer who has worked inside a carrier knows one market; an independent agency producer knows how to shop and build the best fit across markets.
โ€ข Existing relationships with business owners or commercial accounts in Racine County - a warm market in the territory - mean faster first-year production.