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Underwriting Associate Jobs in Wisconsin (NOW HIRING)

$90K - $125K/yr

Generally, 5+ years of experience in Underwriting or a related field. Completion of or continuing progress toward a professional designation preferred, such as Associate in Underwriting (AU ...

New

$90K - $125K/yr

Generally, 5+ years of experience in Underwriting or a related field. Completion of or continuing progress toward a professional designation preferred, such as Associate in Underwriting (AU ...

New

Three or more years of underwriting experience * Higher education desired (Associate's or Bachelor's), but not required * Professional communication skills both verbal and written * Comfortable ...

Three or more years of underwriting experience * Higher education desired (Associate's or Bachelor's), but not required * Professional communication skills both verbal and written * Comfortable ...

Showing results 21-40

Underwriting Associate information

See Wisconsin salary details

$9

$19

$32

How much do underwriting associate jobs pay per hour?

As of Sep 5, 2026, the average hourly pay for underwriting associate in Wisconsin is $19.19, according to ZipRecruiter salary data. Most workers in this role earn between $15.29 and $20.38 per hour, depending on experience, location, and employer.

What is an underwriting associate?

Underwriting associates are entry- to mid-level professionals who support underwriters in evaluating and processing insurance applications or loan requests. They assist in gathering and reviewing applicant information, assessing risk factors, and preparing documentation necessary for decision-making. Their work ensures that underwriters have accurate data to determine whether to approve or deny coverage or loans, and under what terms. Underwriting associates often interact with agents, clients, and other departments to facilitate a smooth underwriting process.

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

To thrive as an Underwriting Associate, you need a strong understanding of risk assessment, analytical skills, and knowledge of insurance principles, often supported by a bachelor's degree in finance, business, or a related field. Familiarity with underwriting software, data analysis tools, and sometimes certifications such as CPCU or AU is highly valuable. Attention to detail, effective communication, and organizational skills help you excel in evaluating applications and collaborating with clients and colleagues. These skills ensure accurate risk evaluation, efficient workflow, and compliance with industry standards, leading to sound business decisions and customer satisfaction.

What are some common challenges underwriting associates face when balancing risk assessment with client expectations?

Underwriting Associates often need to carefully evaluate the risk profile of applicants while also considering the business objectives and maintaining positive relationships with clients or brokers. A common challenge is ensuring thorough risk analysis under tight deadlines, especially when clients expect quick decisions. Balancing the need for accuracy and compliance with internal policies, while also providing responsive service, requires strong organizational and communication skills. Collaborating closely with senior underwriters and other departments can help manage these challenges and ensure informed, fair decisions.

Is underwriting a hard career?

Underwriting is a detail-oriented role that requires strong analytical skills, attention to detail, and knowledge of insurance or financial products. It can be challenging due to the need to assess risk accurately and make decisions under pressure, but it also offers opportunities for professional growth and specialization.

Is underwriting an entry level position?

Underwriting associate positions are often entry-level roles that require basic knowledge of insurance or finance, strong analytical skills, and attention to detail. Many employers provide on-the-job training, and some roles may prefer candidates with a relevant degree or certification, such as the Chartered Insurance Professional (CIP).

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

The most popular types of Underwriting jobs in Wisconsin are:

What cities in Wisconsin are hiring for Underwriting Associate jobs?

Cities in Wisconsin with the most Underwriting Associate job openings:

Infographic showing various Underwriting Associate job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 26% Part Time, 1% Temporary, and 1% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution, with an average salary of $39,919 per year, or $19.2 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 15 days ago


Sentry Insurance rating

8.7

Company rating: 8.7 out of 10

Based on 46 frontline employees who took The Breakroom Quiz

72nd of 315 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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