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

Deliver product training, provide commercial support, and host joint events with reps to increase ... Life and Accidental Death & Dismemberment (AD&D) Insurance * Paid Leaves * Tuition Assistance ...

Legal Counsel, NA

Mukwonago, WI · On-site +1

$160K - $220K/yr

Full remote work is possible for right candidate. The North America Counsel will serve as a key ... Commercial Contracting & Procurement * Draft, review, and negotiate a wide range of commercial ...

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Remote Commercial Insurance information

See Racine, WI salary details

$29.1K

$54.6K

$81.1K

How much do remote commercial insurance jobs pay per year?

As of Jun 18, 2026, the average yearly pay for remote commercial insurance in Racine, WI is $54,571.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,000.00 and $62,400.00 per year, depending on experience, location, and employer.

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, and why are they important?

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.

What Are Remote Commercial Insurance Jobs?

Commercial insurance refers to any type of insurance policy that provides insurance coverage for businesses, like liability, auto, or property insurance. In remote commercial insurance jobs, you work from home, assisting clients with their insurance needs. Your duties can include helping clients complete applications, managing client accounts, and assisting clients with meeting their commercial insurance responsibilities. Although these are remote roles, you may need to travel, occasionally, to a client’s business to host meetings, explain insurance options, and sign paperwork, but most of your communication is accomplished via phone and email.

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.

What job categories do people searching Remote Commercial Insurance jobs in Racine, WI look for? The top searched job categories for Remote Commercial Insurance jobs in Racine, WI are:
What cities near Racine, WI are hiring for Remote Commercial Insurance jobs? Cities near Racine, WI with the most Remote Commercial Insurance job openings:
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 26 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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