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Associate Underwriter Jobs in Wisconsin (NOW HIRING)

Insurance Document Associate (Onsite - 1-year contract) Location: Franklin, WI Onsite Free Daily ... You will report information to the underwriter, verifying required information and complete ...

Insurance Document Associate Location: Franklin, WI Type: Monday-Friday, 7:00am-3:30pm (Onsite ... Report required information to underwriters; escalate issues when needed * Sort and distribute ...

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Reimbursement Processor

Oak Creek, WI · On-site

$42K - $47K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

SPECIALTY UNDERWRITERS LLC , the industry leader in equipment maintenance management, is seeking a ... Associate degree OR relevant industry experience. * PC skills in a Windows based environment.

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Associate Underwriter information

See Wisconsin salary details

$32.8K

$79.6K

$140.8K

How much do associate underwriter jobs pay per year?

As of Aug 18, 2026, the average yearly pay for associate underwriter in Wisconsin is $79,616.00, according to ZipRecruiter salary data. Most workers in this role earn between $61,600.00 and $87,800.00 per year, depending on experience, location, and employer.

What does an associate underwriter do?

An Associate Underwriter assists in evaluating and analyzing the risks involved in insuring people and assets. They typically review applications, examine supporting documents, and help determine the appropriate coverage and premiums under the supervision of a senior underwriter. This role often involves data entry, risk assessment, and communication with agents or brokers. Associate Underwriters are essential in ensuring that insurance policies are issued in accordance with company guidelines and industry regulations.

What are the key skills and qualifications needed to thrive as an associate underwriter?

To thrive as an Associate Underwriter, you need a strong understanding of risk assessment, analytical abilities, and a bachelor's degree in finance, business, or a related field. Familiarity with underwriting software, statistical analysis tools, and knowledge of industry regulations are commonly required. Attention to detail, effective communication, and time management are vital soft skills for excelling in this position. These skills are important for making sound risk decisions, ensuring compliance, and supporting the overall profitability of the organization.

What are some common challenges faced by associate underwriters, and how can they be addressed?

Associate Underwriters often encounter challenges such as balancing workload during peak periods, ensuring accuracy in risk assessments, and adapting to evolving underwriting guidelines. Effective time management and strong organizational skills can help manage a high volume of applications. Additionally, staying current with industry regulations and seeking guidance from senior underwriters or mentors can enhance decision-making skills and confidence in evaluating complex cases.

What is the difference between Associate Underwriter vs Underwriting Assistant?

AspectAssociate UnderwriterUnderwriting Assistant
CredentialsBachelor's degree often required; industry certifications beneficialHigh school diploma or equivalent; some roles prefer associate's degree
Work EnvironmentAnalyzing risk, making underwriting decisions, collaborating with underwritersSupporting underwriting team, data entry, document management
Employer & Industry UsageInsurance companies, brokers, and underwriting firmsInsurance companies, underwriting departments, administrative support

The Associate Underwriter typically handles risk analysis and decision-making, requiring more specialized knowledge and certifications. In contrast, the Underwriting Assistant provides administrative support, focusing on data management and assisting underwriters. Both roles are essential in the underwriting process but differ in responsibilities and required qualifications.

What are the most commonly searched types of Underwriter jobs in Wisconsin?

The most popular types of Underwriter jobs in Wisconsin are:

What cities in Wisconsin are hiring for Associate Underwriter jobs?

Cities in Wisconsin with the most Associate Underwriter job openings:

Infographic showing various Associate Underwriter job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 72% Full Time, 25% Part Time, 1% Temporary, and 1% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $79,616 per year, or $38.3 per hour.

Specialty Insurance Underwriting and Products Practice Leader

Sentry Insurance

Stevens Point, WI • Hybrid

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 28 days ago


Sentry Insurance rating

8.7

Company rating: 8.7 out of 10

Based on 46 frontline employees who took The Breakroom Quiz

71st of 309 rated insurance


Job description

At Sentry, we are looking for an analytical and results driven individual to join our Corporate Underwriting team as a Specialty Insurance Underwriting & Products Practice Leader. In this role you will be a technical resource for specialty products, evaluate financial results, develop strategic initiatives, and implement them through the business units to ensure attainment of premium and loss goals for the assigned line of business. You’ll research and evaluate possible new specialty commercial lines opportunities to drive growth while staying informed on current and future markets and competitive forces.

What You’ll Do

As a Specialty Insurance Underwriting & Products Practice Leader you’ll plan, organize, and control insurance products from conceptual stages through product life cycles, oversee the development of products, sophisticated pricing tools, technical underwriting guidelines, handle referrals that are outside of Program Manager authority, and participate in audits of Program Managers.

Additionally, you’ll:

  • Collaborate with internal and external business partners to develop specialty insurance underwriting and product development strategies to achieve corporate business plans.

  • Oversee the development of specialty insurance policies and standards for product development to ensure projects are effectively managed and meet product requirement specifications, on time and at the appropriate quality level.

  • Discover, propose, develop, and evaluate new specialty insurance product ideas, enhancements to existing products, or strategic product extensions.

  • With the highest underwriting authority level, review accounts that are outside of the business area authority that are referred for acceptability; deliver sound underwriting decisions on an individual account basis.

What it Takes

  • Bachelors Degree or equivalent work experience

  • 8+ years of related work experience in commercial specialty products in both admitted and non-admitted space required

  • Associate in Underwriting preferred

  • Chartered Property/Casualty Underwriter preferred

  • Effective organizational skills, human relations, analytical, and communication skills

  • Ability to handle multiple and complex tasks

  • Knowledge of Sentry’s insurance products, distribution systems, markets, and products beneficial

  • Knowledge of marketing techniques, trends, and concepts

  • Excellent negotiation, project management, and problem-solving skills

  • Strong attention to detail and critical thinking skills

What You’ll Receive

At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you’ll receive.

  • Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday in office.

  • As a Sentry associate, you will have an in-office workspace and materials for your home office. In addition to the laptop you will receive prior to your start, Sentry will provide equipment for your home office.

  • Meal Subsidy available for associates who report to an office.

  • 401(K) plan with a dollar for dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future.

  • Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program.

  • Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time Off.

  • Group Medical, Dental, Vision, Life Insurance, Parental Leave, and our Health and Wellness benefits to encourage a healthy lifestyle.

  • Well-being and Employee Assistance programs.

  • Sentry Foundation gift matching program to encourage charitable giving.

About Sentry

We take great pride in making Forbes’ list of America’s Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction.

Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we’re one of the largest and financially strongest mutual insurance companies in the United States. We’re rated A+ by A.M. Best, the industry's leading rating authority.

Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth.

Get ready to own your future at Sentry. Opportunities await!

Casey Van Der Geest

Casey.VanDerGeest@sentry.com

Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.


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