1

Underwriter Development Program Jobs in Milwaukee, WI

next page

Showing results 1-20

Underwriter Development Program information

See Milwaukee, WI salary details

$32K

$77.7K

$137.4K

How much do underwriter development program jobs pay per year?

As of Aug 5, 2026, the average yearly pay for underwriter development program in Milwaukee, WI is $77,714.00, according to ZipRecruiter salary data. Most workers in this role earn between $60,100.00 and $85,700.00 per year, depending on experience, location, and employer.

Is it hard to get a job in underwriting?

Getting a job in underwriting can be competitive, often requiring relevant education such as a degree in finance, economics, or related fields, along with strong analytical skills. Entry-level positions may be accessible with internships or certifications like the Chartered Property Casualty Underwriter (CPCU), but advancing in the field typically involves gaining experience and developing industry-specific knowledge.

What can I expect from the training and mentorship provided in an underwriter development program?

Participants in an Underwriter Development Program typically receive a blend of classroom instruction, on-the-job training, and mentorship from experienced underwriters. You can expect to rotate through various lines of business, work on real case studies, and gradually take on more responsibility as you build your technical and analytical skills. Mentors and managers provide regular feedback and support, helping you to understand underwriting guidelines, risk assessment, and client interaction. This structured training approach prepares you for a successful underwriting career and often leads to advancement opportunities within the company.

What is the career progression for underwriter development program?

The Underwriter Development Program typically leads to roles such as underwriter, senior underwriter, and underwriting manager, with progression based on performance, experience, and skill development. Participants often gain expertise in risk assessment, insurance policies, and industry tools, which can open opportunities for specialization or leadership positions within the underwriting field.

What is an underwriter development program?

An Underwriter Development Program is a structured training initiative offered by insurance companies or financial institutions to prepare individuals for careers as underwriters. Participants typically receive a mix of classroom instruction, on-the-job training, and mentorship to learn about risk assessment, policy evaluation, and decision-making processes. The goal of the program is to equip trainees with the knowledge and skills needed to evaluate insurance applications, determine coverage terms, and assess potential risks. These programs often lead to full-time underwriting positions upon successful completion.

What are the key skills and qualifications needed to thrive in an underwriter development program, and why are they important?

To thrive in an Underwriter Development Program, you need strong analytical abilities, attention to detail, and a bachelor's degree in finance, business, or a related field. Proficiency with risk assessment software, Microsoft Excel, and familiarity with industry regulations or progress toward certifications like CPCU are often valued. Effective communication, critical thinking, and strong organizational skills help candidates stand out in this role. These skills ensure accurate risk analysis, clear client interactions, and the ability to manage complex portfolios in the insurance industry.

What is the difference between Underwriter Development Program vs Underwriter?

AspectUnderwriter Development ProgramUnderwriter
CredentialsTypically requires a bachelor's degree, sometimes a certification like CPCU or ARMRequires similar credentials, often with additional experience or certifications
Work EnvironmentStructured training environment, often in corporate officesOperational, risk assessment, and decision-making roles in insurance companies
Usage in IndustryEntry-level training program for aspiring underwritersFull-time professional role responsible for evaluating insurance risks

The Underwriter Development Program is designed to train and develop new talent into underwriters, providing structured learning and mentorship. An underwriter, on the other hand, is a fully qualified professional responsible for assessing risks and making underwriting decisions. The program prepares individuals for a career as an underwriter, who then performs the core job functions within the insurance industry.

What are popular job titles related to Underwriter Development Program jobs in Milwaukee, WI? For Underwriter Development Program jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Underwriter Development Program jobs in Milwaukee, WI look for? The top searched job categories for Underwriter Development Program jobs in Milwaukee, WI are:
Infographic showing various Underwriter Development Program job openings in Milwaukee, WI as of July 2026, with employment types broken down into 1% As Needed, 78% Full Time, 18% Part Time, and 3% Contract. Highlights an 89% Physical, 3% Hybrid, and 8% Remote job distribution, with an average salary of $77,714 per year, or $37.4 per hour.

Senior National Accounts Underwriting Consultant

Sun Life Financial

Milwaukee, WI • Hybrid

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 6 days ago


Sun Life Assurance Company of Canada rating

8.6

Company rating: 8.6 out of 10

Based on 18 frontline employees who took The Breakroom Quiz

89th of 301 rated insurance


Job description

Sun Life U.S. is one of the largest providers of employee and government benefits, helping approximately 50 million Americans access the care and coverage they need. Through employers, industry partners and government programs, Sun Life U.S. offers a portfolio of benefits and services, including dental, vision, disability, absence management, life, supplemental health, medical stop-loss insurance, and healthcare navigation. We have more than 6,400 employees and associates in our partner dental practices and operate nationwide.

Visit our website to discover how Sun Life is making life brighter for our customers, partners and communities.

Job Description:

Sun Life embraces a hybrid work model that balances in-office collaboration with the flexibility of virtual work. Our team members and leaders are expected to foster connection and teamwork by being present in the office at least 2 days per week

The Opportunity:

This position in the National Accounts Employee Benefits Underwriting organization isresponsible for all aspects of risk selection, pricing and proposal forour Group Disability and Life new business and renewals for2,000+ lives. Apply standard underwriting principles and procedures to evaluate, rate and negotiate price on new business. Apply in depth knowledge of assigned product lines and independent decision making within underwriting policies and procedures.

How will you contribute:

  • Evaluate, price, propose rate and strategy to acquire and renew National Account clients

  • In-depth risk assessment and pricing of prospective and inforce customers in conformance with underwriting guidelines and authority limits

  • Provide Customer reporting and analytics

  • Partner with sales, national accounts practice leader and home office subject matter experts to develop comprehensive pricing and solutions for our customers

  • Recommend changes in policies and procedures to be more responsive to the emerging client and market needs

  • Proactively manage inforce block of business to maintain profit and persistency expectations

  • Mentoring and underwriter development

What you will bring with you:

  • Require a minimum of 7+ years of group underwriting experience

  • Highly skilled in both written and verbal communications, organization, time/work management, establishing interpersonal relationships, and problem solving

  • Ability to work in a fast paced environment and flex to changing demands including system and process changes

  • Motivated, positive, team player

  • Proficient PC skills, including Excel skills, and word processing applications

  • The position requires strong analytical and negotiation skills, as well as an in-depth understanding of industry contractual language and provisions

  • Candidates should possess a high level, technical understanding of underwriting principles and theory

Salary Range: $85,200 - $127, 800
At our company, we are committed to pay transparency and equity. The salary range for this role is competitive nationwide, and we strive to ensure that compensation is fair and equitable. Your actual base salary will be determined based on your unique skills, qualifications, experience, education, and geographic location. In addition to your base salary, this position is eligible for a discretionary annual incentive award based on your individual performance as well as the overall performance of the business. We are dedicated to creating a work environment where everyone is rewarded for their contributions.

Not ready to apply yet but want to stay in touch? Join our talent community to stay connected until the time is right for you!

We are committed to fostering an inclusive environment where all employees feel they belong, are supported and empowered to thrive. We are dedicated to building teams with varied experiences, backgrounds, perspectives and ideas that benefit our colleagues, clients, and the communities where we operate. We encourage applications from qualified individuals from all backgrounds.

Life is brighter when you work at Sun Life

At Sun Life, we prioritize your well-being with comprehensive benefits, including generous vacation and sick time, market-leading paid family, parental and adoption leave, medical coverage, company paid life and AD&D insurance, disability programs and a partially paid sabbatical program. Plan for your future with our 401(k) employer match, stock purchase options and an employer-funded retirement account. Enjoy a flexible, inclusive and collaborative work environment that supports career growth. We're proud to be recognized in our communities as a top employer. Proudly Great Place to Work Certified in Canada and the U.S., we've also been recognized as a "Top 10" employer by the Boston Globe's "Top Places to Work" for two years in a row. Visit our website to learn more about our benefits and recognition within our communities.

We will make reasonable accommodations to the known physical or mental limitations of otherwise-qualified individuals with disabilities or special disabled veterans, unless the accommodation would impose an undue hardship on the operation of our business. Please email thebrightside@sunlife.comto request an accommodation.

For applicants residing in California, please read our employee California Privacy Policy and Notice.

We do not require or administer lie detector tests as a condition of employment or continued employment.

Sun Life will consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with the requirements of applicable state and local laws, including applicable fair chance ordinances.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.

Job Category:

Underwriting - Group

Posting End Date:

31/07/2026

What Sun Life Assurance Company of Canada employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom