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Remote Commercial Insurance Jobs in Wisconsin (NOW HIRING)

CSAA

Job Title Senior Commercial Claims Analytics Consultant - Remote Requisition Number R7770 Senior ... In this role, you will combine insurance domain knowledge, analytical expertise, and technical ...

CSAA

Job Title Senior Commercial Claims Analytics Consultant - Remote Requisition Number R7770 Senior ... In this role, you will combine insurance domain knowledge, analytical expertise, and technical ...

CSAA

Job Title Senior Commercial Claims Analytics Consultant - Remote Requisition Number R7770 Senior ... In this role, you will combine insurance domain knowledge, analytical expertise, and technical ...

CSAA

Job Title Senior Commercial Claims Analytics Consultant - Remote Requisition Number R7770 Senior ... In this role, you will combine insurance domain knowledge, analytical expertise, and technical ...

First American

$97K - $130K/yr

... title insurance commitments and policies for residential New York properties and commercial ... transactions * Utilize underwriting standards and guidelines within delegated authority limits, to ...

micro1 AI

Technology Transactions Counsel

Madison, WI · On-site +1

$350K - $410K/hr

Job Title: Member of Legal Staff, Commercial Counsel Job Type: Full-time Location : Remote ... insurance premiums, paid time off, a 401(K) plan with a company match, and additional benefits ...

micro1 AI

Technology Transactions Counsel

Milwaukee, WI · On-site +1

$350K - $410K/hr

Job Title: Member of Legal Staff, Commercial Counsel Job Type: Full-time Location : Remote ... insurance premiums, paid time off, a 401(K) plan with a company match, and additional benefits ...

micro1 AI

Technology Transactions Counsel

Kenosha, WI · On-site +1

$350K - $410K/hr

Job Title: Member of Legal Staff, Commercial Counsel Job Type: Full-time Location : Remote ... insurance premiums, paid time off, a 401(K) plan with a company match, and additional benefits ...

micro1 AI

Technology Transactions Counsel

Green Bay, WI · On-site +1

$350K - $410K/hr

Job Title: Member of Legal Staff, Commercial Counsel Job Type: Full-time Location : Remote ... insurance premiums, paid time off, a 401(K) plan with a company match, and additional benefits ...

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Showing results 21-40

All JobsCommercial Insurance JobsRemote Commercial Insurance JobsRemote Commercial Insurance Jobs in Wisconsin

Remote Commercial Insurance information

What is a remote commercial insurance job?

A Remote Commercial Insurance job involves working from a location outside of a traditional office to provide insurance solutions for businesses. People in these roles help companies assess risks, select appropriate insurance policies, and manage claims, all through digital communication and online platforms. Responsibilities can include sales, underwriting, customer service, or claims adjustment, depending on the specific position. Working remotely allows for flexibility and can involve collaborating with clients and teams across various locations.

What are the key skills and qualifications needed to thrive as a remote commercial insurance specialist?

To thrive as a Remote Commercial Insurance Specialist, you need a solid understanding of insurance products, underwriting principles, risk assessment, and typically a state insurance license. Familiarity with insurance management software, CRM systems, and quoting platforms is important for efficient client and policy management. Strong communication, self-motivation, and organizational skills help you build client relationships and work independently in a remote setting. These competencies are essential for delivering effective insurance solutions, maintaining compliance, and achieving sales or service targets remotely.

How does working remotely as a commercial insurance professional impact collaboration with clients and team members?

Working remotely in Commercial Insurance means you'll rely heavily on digital communication tools to collaborate with both clients and colleagues. Regular video calls, emails, and instant messaging are essential for maintaining strong relationships and ensuring clear communication, especially when discussing policy details or handling claims. While you may miss out on some in-person interactions, many organizations have established robust virtual processes to support teamwork and client engagement. Adapting to remote work can present challenges, such as managing time zones and staying organized, but it also offers flexibility and the ability to serve clients efficiently from any location.

What is the difference between Remote Commercial Insurance vs Remote Property & Casualty Insurance Agent?

AspectRemote Commercial InsuranceRemote Property & Casualty Insurance Agent
CertificationsLicenses in commercial lines, such as CPCU or CICLicenses in property & casualty insurance, such as P&C license
Work EnvironmentRemote or office-based, focusing on commercial clientsRemote or office-based, serving personal and commercial clients
Industry UsagePrimarily in commercial insurance sectorIn both personal and commercial insurance sectors
Job FocusRisk assessment and policy placement for businessesPolicy sales and service for property & casualty policies

Remote Commercial Insurance professionals specialize in commercial policies, requiring specific commercial licenses and focusing on business clients. In contrast, Remote Property & Casualty Insurance Agents handle both personal and commercial policies, often with broader licensing. While both roles involve insurance sales and customer service, their target clients and certifications differ.

More about Remote Commercial Insurance jobs

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

The most popular types of Commercial Insurance jobs in Wisconsin are:

What are popular job titles related to Remote Commercial Insurance jobs in Wisconsin?

For Remote Commercial Insurance jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Remote Commercial Insurance jobs in Wisconsin look for?

The top searched job categories for Remote Commercial Insurance jobs in Wisconsin are:

What cities in Wisconsin are hiring for Remote Commercial Insurance jobs?

Cities in Wisconsin with the most Remote Commercial Insurance job openings:

Remote Commercial Insurance jobs near you
Infographic showing various Remote Commercial Insurance job openings in Wisconsin as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution.

Commercial Property Underwriter

Sentry Insurance

Stevens Point, WI • On-site, Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 18 days ago

Key responsibilities

  • Manage, develop, and grow a sizable and complex book of business through marketing, underwriting decisions, and relationships with agents, brokers, and direct clients.

  • Collaborate with sales and underwriters to understand current products, market trends, and competitor offerings to recommend and develop new opportunities.

  • Guide and mentor less experienced underwriters in their respective areas of expertise.

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

Sentry Insurance is seeking a highly-skilled and experienced commercial lines products professional to support the strategic operations of Sentry's Business Products. This subject matter expert will do market research, competitor analysis and develop products that will support Sentry's business strategy, to meet annual growth and profitability objectives within our commercial lines insurance operation.
The Commercial Property Underwriter is recognized as a technical property consultant and accountable for providing technical guidance and improving underwriting skills across all business units to help achieve growth and profitability objectives. You will lead the development and maintenance of products, technical underwriting guidelines, and sophisticated pricing tools across property line of business.
This position would ideally be located at our Home Office in Stevens Point, WI, however, a remote option would be considered for the right candidate based on qualifications and experience.

What You’ll Do

  • Manage, develop, and grow a sizable and complex book of business through marketing, effective underwriting decision making, mutually beneficial agent/brokers and direct relationships, application of underwriting tools, systems, and expert resources under limited supervision.

  • Collaborate with sales and business unit underwriters to understand current products, market trends, and competitor’s products within a line of business in order to recommend and develop opportunities.

  • Guide/mentor less experienced underwriters in their respective area of expertise.

  • Participate in regular projects that further the goals of the company.

  • Participate in quality control audits and market conduct exams involving underwriting.

What it Takes

  • Bachelors Degree or equivalent work experience

  • 8+ years or related work experience with 5 or more years of experience underwriting large complex accounts within all major classes of specified lines of business

  • Effective analytical, human relations, and communications skills

  • Comprehensive knowledge of reinsurance

  • Strong attention to detail and critical thinking skills

  • 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.

  • 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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