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Underwriter Trainee Jobs in Wisconsin (NOW HIRING)

Berkley

Underwriter

Appleton, WI · On-site

Responsibilities The Underwriter will manage all related underwriting tasks for renewal accounts required in assigned regions to promote written premium growth and favorable loss ratio results. The ...

Berkley

Underwriter

Appleton, WI

The Underwriter will manage all related underwriting tasks for renewal accounts required in assigned regions to promote written premium growth and favorable loss ratio results. The role will work ...

Berkley

Underwriter

Appleton, WI · On-site

Responsibilities The Underwriter will manage all related underwriting tasks for renewal accounts required in assigned regions to promote written premium growth and favorable loss ratio results. The ...

Berkley

Sales Underwriter

Appleton, WI · On-site

Company Details Berkley Fire & Marine Underwriters Berkley Fire & Marine Underwriters was launched in 2013 and is a W. R. Berkley operating unit offering preferred inland marine and related property ...

Berkley

Sales Underwriter

Appleton, WI · On-site

Company Details Berkley Fire & Marine Underwriters Berkley Fire & Marine Underwriters was launched in 2013 and is a W. R. Berkley operating unit offering preferred inland marine and related property ...

Berkley

Sales Underwriter

Appleton, WI

Berkley Fire & Marine Underwriters Berkley Fire & Marine Underwriters was launched in 2013 and is a W. R. Berkley operating unit offering preferred inland marine and related property risks and ...

Understory

Underwriter

Madison, WI · On-site +1

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 ...

Marsh & McLennan Companies, Inc.

Underwrite new and renewal Miscellaneous Professional Liability risks in accordance with program guidelines, authority, and profitability targets. * Evaluate submissions, including applications ...

Acrisure

Stop Loss Underwriter

Stevens Point, WI · On-site +1

$60K - $85K/yr

The Stop Loss Underwriter is responsible for evaluating, pricing, and managing risk for employer-sponsored self-funded health plans. This role includes underwriting both new business and renewals ...

Acrisure

Bilingual Underwriter

Stevens Point, WI

$75K - $82K/yr

Wholesure, division of Acrisure, is looking for an Underwriter. This role will work directly with multiple of our carrier partners to shop, approve the risk, and underwrite new and renewal policies.

Diedre Moire Corp.

Surety Underwriter

Janesville, WI · On-site

$140K - $250K/yr

Surety - Territory Manager - Bond Underwriting - Janesville, WI Insurance Underwriter Underwriting Surety Contract Surety Bonds Construction Surety Commercial Insurance License & Permit bonds Bid ...

Bank Five Nine

Mortgage Underwriter

Oconomowoc, WI · On-site

Join Our Team as a Remote Mortgage Underwriter! Are you an experienced mortgage underwriter looking for a remote opportunity with a community bank dedicated to making lives better? If so, we'd love ...

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All JobsUnderwriter JobsUnderwriter Trainee JobsUnderwriter Trainee Jobs in Wisconsin

Underwriter Trainee information

See Wisconsin salary details

$32.8K

$79.6K

$140.8K

How much do underwriter trainee jobs pay per year?

As of Aug 9, 2026, the average yearly pay for underwriter trainee 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.

How much does an underwriter trainee earn?

An underwriter trainee typically earns between $40,000 and $55,000 annually, depending on location, industry, and experience. Entry-level positions may start lower, but with training and skill development, salaries can increase as they gain underwriting knowledge and certifications.

How much do beginner underwriters make?

Entry-level underwriters typically earn between $45,000 and $60,000 annually, depending on location and industry. Starting salaries may increase with relevant certifications, such as the Chartered Property Casualty Underwriter (CPCU), and experience with underwriting software and risk assessment. Compensation can also vary based on the employer and the complexity of the policies handled.

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

To thrive as an Underwriter Trainee, you need strong analytical abilities, attention to detail, and a bachelor's degree in finance, business, or a related field. Familiarity with underwriting software, risk assessment tools, and proficiency in Excel are commonly required, and industry certifications like CPCU can be advantageous. Excellent communication, problem-solving, and organizational skills help you collaborate with stakeholders and manage multiple priorities. These skills are essential to accurately assess risk, make informed decisions, and contribute to the overall profitability and integrity of the insurance company.

What is the difference between Underwriter Trainee vs Underwriter?

AspectUnderwriter TraineeUnderwriter
Required CredentialsBachelor's degree, training programsExperience, certifications like CPCU or ARM often preferred
Work EnvironmentTraining programs, supervised tasksIndependent decision-making, client interaction
Employer & Industry UsageInsurance companies, entry-level rolesInsurance companies, experienced roles
Search & Comparison IntentLearning about entry-level underwriting rolesUnderstanding experienced underwriting positions

The main difference between an Underwriter Trainee and an Underwriter is experience level. Trainees are in training, focusing on learning the basics, while Underwriters have gained experience and handle complex risk assessments independently.

What is an underwriter trainee?

An Underwriter Trainee is an entry-level professional who learns how to evaluate risks and determine appropriate insurance coverage and premiums under the supervision of experienced underwriters. Their training involves learning about insurance policies, analyzing applications, assessing potential risks, and making recommendations based on company guidelines. This role serves as a starting point for a career in underwriting, providing foundational knowledge and practical experience in the insurance industry.

What are some typical challenges an underwriter trainee might encounter during their first year on the job?

As an Underwriter Trainee, one common challenge is learning to balance risk assessment with client needs, while adhering to company policies and regulatory requirements. Trainees often need to quickly develop a strong understanding of underwriting guidelines and how to apply them to real-world cases, which can be complex and varied. Additionally, adapting to a fast-paced environment and effectively collaborating with senior underwriters, brokers, and agents requires strong communication and organizational skills. Overcoming these challenges is an important part of gaining confidence and proficiency in the role.

How do I become an underwriter trainee with no experience?

To become an underwriter trainee with no experience, candidates typically need a high school diploma or equivalent; some employers prefer or require a bachelor's degree in fields like finance, business, or economics. Entry-level positions often provide on-the-job training, and developing skills in analysis, attention to detail, and familiarity with underwriting software can improve chances. Certifications such as the Associate in Commercial Underwriting (ACU) or similar can also enhance prospects for advancement.
What are the most commonly searched types of Underwriter jobs in Wisconsin? The most popular types of Underwriter jobs in Wisconsin are:
What are popular job titles related to Underwriter Trainee jobs in Wisconsin? For Underwriter Trainee jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Underwriter Trainee jobs in Wisconsin look for? The top searched job categories for Underwriter Trainee jobs in Wisconsin are:
What cities in Wisconsin are hiring for Underwriter Trainee jobs? Cities in Wisconsin with the most Underwriter Trainee job openings:
Underwriter Trainee jobs near you
Infographic showing various Underwriter Trainee job openings in Wisconsin as of August 2026, with employment types broken down into 90% Full Time, 9% Part Time, and 1% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $79,616 per year, or $38.3 per hour.

Underwriter

Berkley

Appleton, WI • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 12 days ago

Job description

Company Details

Berkley Management Protection offers a modular suite of management liability products through the Grove, their bespoke and easy to use platform tailored towards independent agents. Their Trellis Management Liability Portfolio of coverages include directors and officers, employment practices, fiduciary, cyber, crime and miscellaneous professional liability.

Company URL:   https://www.berkleymp.com/

Responsibilities

The Underwriter will manage all related underwriting tasks for renewal accounts required in assigned regions to promote written premium growth and favorable loss ratio results.  The role will work closely with the TMs, AVPs, RVPs across assigned regions. 

Duties and responsibilities include but are not limited to:

  • Responsible for renewal accounts which focus on underwriting and pricing risks in accordance with BMP's business rules and personal underwriting authority. 
  • Ownership of the lifecycle of the submission includes quoting, filing all relevant documents, binding, issuing and obtaining signed and executed applications. 
  • Support consistent underwriting best practices, in accordance with underwriting guidelines, to ensure rating, pricing, profitability, and structuring adequacy.
  • Assist underwriters in executing on strategic initiatives. Provide support and develop solutions to their issues/concerns (system, guidelines, training, reports, new project request, product amendments).
  • Identify the need for and manage special underwriting projects as needed.
  • Fully engage with agency personnel by providing superior customer service. 
  • Work closely with the TMs, AVPs and RVPs to establish and implement a sales culture. In collaboration with TMs, AVPs and RVPs, creates the workflow that will establish the best user experience for the independent agent in the onboarding process. 
  • Establish strong relationships with agents by driving mutually beneficial results through agency planning, production and growth.
  • Monitor competitor's offerings and emerging industry issues.
  • Embrace relevant technology and actively improves skillset through formal and informal learning.
  • Serves as a resource for new and innovative ideas to continually challenge the status quo.
  • Other duties as assigned.
Qualifications
  • Bachelor's Degree and minimum of 5 years of management liability underwriting or related experience at an insurance company or agency or equivalent combination of education and experience.
  • Experience contributing to a high performing marketing/ sales team in a high growth, fast paced environment.
  • Advanced product knowledge within the Management Liability suite of products (D&O, Cyber, EPL, Crime, Fiduciary, and MPL).
  • Empathy and understanding of the needs of our independent agents.  Will be an advocate for Berkley Management Protection customers and as such, will be passionate about their brand experience. 
  • An agile team player with strong written and verbal communication, negotiation and interpersonal skills.
  • Demonstrated ability to self-organize, prioritize and request help when needed.
  • Execution-oriented with attention to details driven by natural curiosity and competitive spirit.

The Company is an equal employment opportunity employer. 

Additional Company DetailsWe do not accept unsolicited resumes from third party recruiting agencies or firms. The company offers a competitive compensation plan and robust benefits package for full time regular employees including: Eligible to participate in annual discretionary bonus Benefits include: Health, dental, vision, dental, life, disability, wellness, paid time off, 401(k) and profit-sharing plans The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment.Employment Type: FULL_TIME

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