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Remote Insurance Underwriter Jobs in Racine, WI (NOW HIRING)

HSA Bank

Insurance Sales Agent

Milwaukee, WI · Remote

$24 - $26/hr

Product Knowledge - Strong working knowledge of insurance products like Medicare Supplement ... In addition, this position is eligible for incentive compensation. #LI-BY1 #LI-REMOTE Webster ...

Markel International

Data Product Owner

Milwaukee, WI · On-site +1

$92K - $127K/yr

Collaborate with Underwriting, Claims, Reinsurance, Finance, Actuarial, and IT teams to define and ... or insurance. #deib #LI-Remote #LI-Hybrid US Work Authorization US Work Authorization required.

Angel Oak Mortgage Solutions

Be Seen First

Mortgage Wholesale Account Executive

Milwaukee, WI · Remote

$150K - $500K/yr

This is a remote position meaning work form home but you need to be working in this location to ... Set expectations and understanding of loan process for submission, underwriting, locks, closing and ...

Angel Oak Mortgage Solutions

Be Seen First

Mortgage Wholesale Account Executive

Milwaukee, WI · Remote

$150K - $500K/yr

This is a remote position meaning work form home but you need to be working in this location to ... Set expectations and understanding of loan process for submission, underwriting, locks, closing and ...

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All JobsInsurance Underwriter JobsRemote Insurance Underwriter JobsRemote Insurance Underwriter Jobs in Racine, WI

Remote Insurance Underwriter information

See Racine, WI salary details

$30.5K

$74K

$130.8K

How much do remote insurance underwriter jobs pay per year?

As of Jun 16, 2026, the average yearly pay for remote insurance underwriter in Racine, WI is $73,963.00, according to ZipRecruiter salary data. Most workers in this role earn between $57,200.00 and $81,600.00 per year, depending on experience, location, and employer.

What are some common challenges faced by remote insurance underwriters and how can they be managed?

Remote insurance underwriters often face challenges such as maintaining effective communication with team members and staying updated on changing underwriting guidelines. Working remotely requires strong self-discipline to manage workloads across multiple cases and deadlines without direct in-person supervision. Utilizing collaboration tools, setting regular check-ins with colleagues, and staying proactive in seeking clarification on complex cases can help overcome these challenges. Additionally, remote underwriters should take advantage of ongoing training resources to keep their skills and industry knowledge current.

What Does a Remote Insurance Underwriter Do?

The job duties of a remote insurance underwriter focus on assessing the risk in insurance policies. In this virtual position, you work from home or from a remote office to evaluate the risk of each client who has applied. You may also review insurance coverage for excessive risk. After reviewing financial documents, risk assessments, and insurance needs, your responsibilities include deciding whether to approve or deny an insurance application. Underwriting may require you to deny coverage for clients that you deem high risk.

What are the key skills and qualifications needed to thrive as a Remote Insurance Underwriter, and why are they important?

To thrive as a Remote Insurance Underwriter, you need strong analytical abilities, attention to detail, and a solid understanding of risk assessment and insurance principles, typically backed by a bachelor’s degree in finance, business, or a related field. Proficiency with underwriting software, risk management systems, and familiarity with industry certifications like CPCU or AU is highly valued. Excellent written communication, time management, and decision-making skills help remote underwriters collaborate effectively and manage workloads independently. These skills ensure accurate risk evaluations, compliance with regulations, and efficient remote operations within the insurance sector.

What is a remote insurance underwriter?

A remote insurance underwriter is a professional who evaluates insurance applications, assesses risk, and determines policy terms and premiums, all while working from a location outside of a traditional office, such as from home. They review documentation, analyze data, and make recommendations using digital tools and communication platforms. This role requires strong analytical skills, attention to detail, and knowledge of insurance regulations and guidelines. Remote underwriters often collaborate with agents, brokers, and clients electronically to ensure accurate policy issuance and risk management.

What is the difference between Remote Insurance Underwriter vs Remote Insurance Claims Adjuster?

AspectRemote Insurance UnderwriterRemote Insurance Claims Adjuster
Required CredentialsInsurance licenses, underwriting certificationsClaims adjusting licenses, insurance certifications
Work EnvironmentOffice or remote, analyzing risk dataRemote, investigating claims and assessing damages
Employer & Industry UsageInsurance companies, brokers, underwritersInsurance companies, third-party claims firms

Remote Insurance Underwriters and Claims Adjusters both work in the insurance industry, often remotely, but focus on different aspects. Underwriters evaluate risk to determine policy terms, while Claims Adjusters investigate and settle claims. Both roles require specific licenses and certifications, and are essential in the insurance process, but they serve distinct functions within the industry.

More about Remote Insurance Underwriter jobs
What cities near Racine, WI are hiring for Remote Insurance Underwriter jobs? Cities near Racine, WI with the most Remote Insurance Underwriter job openings:
Remote Insurance Underwriter jobs near you
Account Executive-Wisconsin Captive Territory

Account Executive-Wisconsin Captive Territory

Sentry Insurance

Milwaukee, WI • Remote

$163K - $199K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 23 days ago

Sentry Insurance rating

8.6

Company rating: 8.6 out of 10

Based on 42 frontline employees who took The Breakroom Quiz

73rd of 261 rated insurance

Job description

Our highly trained Account Executives present specialized commercial insurance, 401K, and life insurance products that are perfectly designed for the industries we serve.

You’re not just in it to win it. You want to crush it every time. Because that’s what our sales professionals do. Not just anyone has what it takes to build strong and profitable relationships. If you’re a unique performer, Sentry offers a career opportunity that soars beyond commercial insurance sales.

We provide everything you need to carve out a sales career filled with success and purpose, including:

  • High earning potential with base salary, commissions, monthly/annual incentives, plus recognition trips

  • Outstanding benefits and a 401(k)-program matching dollar for dollar up to 8%

  • Opportunities for professional development and growth

  • Outstanding training and support

  • An industry-leading line of products and services

Total currently estimated projected compensation range for this position is $163,141-$199,141, which is a combination of base pay, currently projected renewal commissions, and currently estimated new business commission opportunities. Commission opportunities – both renewal and new business -- are based on achievement of sales objectives and compliance with the terms of the applicable incentive plan.

The Wisconsin territory includes: SE Wisconsin to include the Milwaukee South Metro.  Residence within the sales territory is required.

What You’ll Do

  • Sell directly to niche market accounts to increase premium volume

  • Retain profitable business by providing effective, quality service to policyholders

  • Build and maintain quality relationships with businesses

  • Work directly with Underwriting, Claims, Loss Control, Audit, Customer Service, and other key partners

  • Call on and pursue all niche market opportunities assigned to your geographic territory

  • Leverage current customers and relationships for new growth and sales opportunities 

What it Takes

  • Bachelor’s degree or equivalent work experience/related sales experience

  • The ability to obtain and maintain the necessary P&C, and Life licenses required to sell the products Sentry offers

  • Self-discipline and ability to thrive in a remote work environment

  • Ability to multitask, prioritize, communicate effectively, and remain organized

  • Strong analytical and math skills

  • Acceptable Motor Vehicle Record with a valid driver’s license and ability to meet travel requirements

What You’ll Receive 

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

  • Company car with gas card

  • Comprehensive, ongoing training, including licensure

  • Laptop, cell phone reimbursement, home office setup

  • Cutting edge proprietary technology that enables you to be more efficient and effective in the field

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

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

  • Pretax Dependent Care and Health Expense Reimbursement Accounts to ease taxes on health spending.

  • Well-being and Employee Assistance programs.

  • Sentry Foundation gift matching program to encourage charitable giving.

About Sentry

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.

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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