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Remote Insurance Underwriter Trainee Jobs in Wisconsin

Guiding the review of insurance applications to gauge the degree of risk involved accurately ... Exceptional remote candidates may be considered. Compensation includes: * Competitive base salary ...

Job Title Commercial Insurance Consultant, Claims Insights- Remote Requisition Number R7770 ... Collaborate with partners across Claims, Product, Underwriting, Actuarial, Finance, and Technology ...

Job Title Commercial Insurance Consultant, Claims Insights- Remote Requisition Number R7770 ... Collaborate with partners across Claims, Product, Underwriting, Actuarial, Finance, and Technology ...

Job Title Commercial Insurance Consultant, Claims Insights- Remote Requisition Number R7770 ... Collaborate with partners across Claims, Product, Underwriting, Actuarial, Finance, and Technology ...

Job Title Commercial Insurance Consultant, Claims Insights- Remote Requisition Number R7770 ... Collaborate with partners across Claims, Product, Underwriting, Actuarial, Finance, and Technology ...

... insurance license and sharpen sales skills. * Underwriting Collaboration : Work closely with ... Remote Flexibility : Enjoy the freedom to work from home on your schedule. * Work-Life Balance

... insurance license and sharpen sales skills. * Underwriting Collaboration : Work closely with ... Remote Flexibility : Enjoy the freedom to work from home on your schedule. * Work-Life Balance

... insurance license and sharpen sales skills. * Underwriting Collaboration : Work closely with ... Remote Flexibility : Enjoy the freedom to work from home on your schedule. * Work-Life Balance

... insurance license and sharpen sales skills. * Underwriting Collaboration : Work closely with ... Remote Flexibility : Enjoy the freedom to work from home on your schedule. * Work-Life Balance

... insurance license and sharpen sales skills. * Underwriting Collaboration : Work closely with ... Remote Flexibility : Enjoy the freedom to work from home on your schedule. * Work-Life Balance

... insurance license and sharpen sales skills. * Underwriting Collaboration : Work closely with ... Remote Flexibility : Enjoy the freedom to work from home on your schedule. * Work-Life Balance

... insurance license and sharpen sales skills. * Underwriting Collaboration : Work closely with ... Remote Flexibility : Enjoy the freedom to work from home on your schedule. * Work-Life Balance

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Remote Insurance Underwriter Trainee information

What is the difference between Remote Insurance Underwriter Trainee vs Remote Insurance Underwriter?

AspectRemote Insurance Underwriter TraineeRemote Insurance Underwriter
Required CredentialsTypically a bachelor's degree; some certifications beneficialRelevant certifications (e.g., CPCU, AIC) often required or preferred
Work EnvironmentTraining phase, supervised, entry-levelFull responsibilities, independent decision-making
Job ResponsibilitiesLearning underwriting processes, assisting with risk assessmentAssessing risks, approving policies, managing complex cases

The Remote Insurance Underwriter Trainee is an entry-level role focused on learning and supporting underwriting tasks, often requiring minimal experience. In contrast, the Remote Insurance Underwriter handles full underwriting responsibilities, making independent decisions. The trainee position is ideal for those starting their career, while the underwriter role is suited for experienced professionals with relevant certifications.

What are popular job titles related to Remote Insurance Underwriter Trainee jobs in Wisconsin? For Remote Insurance Underwriter Trainee jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Remote Insurance Underwriter Trainee jobs in Wisconsin look for? The top searched job categories for Remote Insurance Underwriter Trainee jobs in Wisconsin are:
What cities in Wisconsin are hiring for Remote Insurance Underwriter Trainee jobs? Cities in Wisconsin with the most Remote Insurance Underwriter Trainee job openings:
Infographic showing various Remote Insurance Underwriter Trainee job openings in Wisconsin as of July 2026, with employment types broken down into 1% As Needed, 71% Full Time, 22% Part Time, and 6% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution.
Underwriter

Underwriter

Understory

Madison, WI • On-site, Remote

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 11 hours ago


Job description

Are you an underwriting professional who thrives in high-stakes, transformative environments? Do you find satisfaction in mitigating risk, identifying opportunities, and shaping the course of a rapidly growing company? If so, it's time to take your career to the next level.
As an Underwriter at Understory, you will be at the forefront of an innovative venture. Your pivotal role in accurately assessing and pricing risk will contribute significantly to creating profitable insurance products for our partners and clients alike.
Your primary role responsibilities will include:
  • Directing the assessment, underwriting, and pricing of complex property and casualty commercial insurance risks
  • Guiding the review of insurance applications to gauge the degree of risk involved accurately
  • Steering the development of innovative underwriting strategies to achieve business growth and profitability
  • Collaborating closely with sales, customer service, and senior management teams to manage, retain, and grow our client base

You're exactly what we're looking for if you:
  • Hold a Bachelor's degree in Finance, Economics, or a related field
  • Have a minimum of 3 years of property, casualty, or life underwriting experience, with a track record of managing large accounts (experience with multiple lines is a plus)
  • Have demonstrated ability to forge strong broker and carrier relationships
  • Develop and utilize advanced analytical, decision-making, and leadership skills
  • Have an in-depth knowledge of insurance policies, admitted and non-admitted regulations, and market trends
  • Possess outstanding communication and negotiation abilities
  • Are highly organized, with the capacity to manage multiple priorities
  • Experience in Dealer's Open Lot is a strong plus
  • For local Madison, WI employees, we offer a hybrid work model. Exceptional remote candidates may be considered.

Compensation includes:
  • Competitive base salary commensurate with experience.
  • Comprehensive benefits package including health, dental, vision, and retirement plans.
  • Unlimited Paid Time Off

About Understory
Understory is a leading provider of insurance solutions built for the era of climate change. The company's global network of Dot weather stations powers the world's most sophisticated weather risk model. By combining mutualized, optimized risk structures with precision weather technology and modeling, Understory develops affordable, stable property insurance solutions.
Traditional insurance is no longer fit for purpose. Natural catastrophes driven by the volatility of climate change is increasing rates and restricting coverage. Insurance and reinsurance companies are pulling out and leaving 76% of global assets unprotected. Transformation is inevitable, and it's coming to the global insurance market. Understory cracked the code, and our approach is the only way to close this gap.
Comprising a compact yet fiercely dedicated & passionate remote team, Understory is a mission-centric, results-driven start-up that thrives on relentless adaptability and resilience. We cherish accountability and push the limits at breakneck speeds, always backed by the unwavering support of our colleagues. To sustain our drive, we place significant emphasis on work-life harmony, nurturing our families, and fostering our communities.
Understory, headquartered in Madison, Wisconsin, is poised to rewrite the story of insurance. To embark on this exciting journey with us, visit www.understoryweather.com.