Remote Insurance Underwriter Trainee Jobs in Wisconsin

Conduct audits and re-underwrites policies to assess quality of Under Writer decisions on accounts and to execute initiatives on specific segments of the book of business.

Ideal candidates would have 5+ years of direct carrier individual life underwriting experience, strong performance ratings, excellent risk assessment and documentation skills, ability to quickly learn new systems, guidelines, philosophy, and procedures. Familiarity and experience using the Swiss Re underwriting manual is a plus. Experience using the MRAS underwriting rules and workbench is a strong plus. Remote work is acceptable and preference is for full-time flexible work hours.

Additional Skills & Qualifications

• 6 months of work due to retirements, new underwriting system implemented 3 months ago, medical leaves and submittals have increased the workload (big backload)

• May have opportunity to convert to FTE

• Flexible schedule (within 7:00AM – 7:00PM CST), 40 hours/week

• Life underwriter with 5+ year’s experience

• Risk assessment skills, team player, work independently, good listener

• MRAS system experience would be a huge plus

• Use Swiss Re underwriting manual

• Work side by side with Sr. Underwriter

• Communicate with agents over email, very limited phone calls

• Use digital Owls

• Individual life insurance experience, (fully written)

• If they have FMLA, FALU a bonus along with the ability to interpret and review medical records

• Highly productive, most within $250,000 - 500,000 and up to 1 million for underwriting

Job Type & Location

This is a Contract position based out of Appleton, WI.

Pay and Benefits

The pay range for this position is $25.00 - $40.00/hr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following: • Medical, dental & vision • Critical Illness, Accident, and Hospital • 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available • Life Insurance (Voluntary Life & AD&D for the employee and dependents) • Short and long-term disability • Health Spending Account (HSA) • Transportation benefits • Employee Assistance Program • Time Off/Leave (PTO, Vacation or Sick Leave)

Workplace Type

This is a fully remote position.

Application Deadline

This position is anticipated to close on Aug 7, 2026.

About TEKsystems

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

About TEKsystems and TEKsystems Global Services

We’re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We’re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.