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Remote Insurance Underwriter Jobs in Sun Prairie, WI

Account Executive (Remote)

Madison, WI · Remote

$160K - $200K/yr

  • Medical

  • Dental

  • Vision

  • PTO

Remote work environment * Flexible work hours, 14 company holidays, and generous paid time off To Apply: Apply for the Account Executive position by submitting a resume and your personal information ...

Remote Customer Service Representative

Madison, WI · On-site +1

$16.25 - $22/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

What You Need to Thrive in Our Remote Environment: * Cable or Fiber Internet Service only (no dial-up, DSL, satellite or cellular) * 25Mbps Download/10Mbps Upload * Ping Rate - Less than 100 ms * A ...

Account Executive

Madison, WI · On-site +1

$160K - $200K/yr

  • Medical

  • Dental

  • Vision

  • PTO

Remote work environment * Flexible work hours, 14 company holidays, and generous paid time off To Apply: Apply for the Account Executive position by submitting a resume and your personal information ...

Company Description While this position is remote, we're looking for candidates that live in the U.S. This is to facilitate communication and coordination with internal teams and clients. Strategic ...

Company Description While this position is remote, we're looking for candidates that live in the U.S. This is to facilitate communication and coordination with internal teams and clients. Strategic ...

Showing results 21-35

Remote Insurance Underwriter information

See Sun Prairie, WI salary details

$31.6K

$76.7K

$135.7K

How much do remote insurance underwriter jobs pay per year?

As of Aug 15, 2026, the average yearly pay for remote insurance underwriter in Sun Prairie, WI is $76,744.00, according to ZipRecruiter salary data. Most workers in this role earn between $59,300.00 and $84,600.00 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.

What cities near Sun Prairie, WI are hiring for Remote Insurance Underwriter jobs?

Cities near Sun Prairie, WI with the most Remote Insurance Underwriter job openings:

Infographic showing various Remote Insurance Underwriter job openings in Sun Prairie, WI as of August 2026, with employment types broken down into 84% Full Time, 13% Part Time, and 3% Contract. Highlights an 21% In-person, and 79% Remote job distribution, with an average salary of $76,744 per year, or $36.9 per hour.

Licensed Insurance Sales Representative (Remote / Home-Based)

Allstate

Madison, WI • Remote

$52K - $76K/yr

Full-time

Medical, Dental, Vision, Retirement

Re-posted 16 days ago


Allstate Insurance rating

7.5

Company rating: 7.5 out of 10

Based on 566 frontline employees who took The Breakroom Quiz

221st of 308 rated insurance


Job description

At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection. 

Job Description

Allstate’s sales organization is growing its virtual workforce, and we are looking for highly motivated individuals that thrive in a fast-paced sales environment and enjoy being rewarded for their efforts. At Allstate, we are committed to offering a reputable product suite that protects people from life’s uncertainties so they can realize their hopes and dreams.

As a full-time Insurance Sales Representative, you will:

  • Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more in a work from home call center environment.
  • Use your insurance expertise to uncover customer needs, identify coverage gaps, and recommend tailored solutions from Allstate products and products within the Allstate family of companies.
  • Convert warm leads into customers using a proven consultative sales strategy — no cold calling required.
  • Work from home to drive sales growth while delivering an exceptional, customer-first experience.

Compensation & Benefits

  • Base Pay: $18/hour
  • Average Total Compensation: $52,730–$76,480/year (base + uncapped performance-based incentives)
  • Incentives are productivity-based and governed by the applicable bonus plan, which is subject to change at Allstate’s discretion.
  • Eligible licensed external candidates who complete licensing prior to hire or bring an active Property & Casualty or Personal Lines license before start date may be eligible for a bonus. 

Full suite of employee benefits starting day one, including:

  • Health, dental, and vision insurance
  • 401(k) with company match and pension plan
  • Tuition reimbursement and career development
  • Wellness programs

Additional Benefits

  • Paid training from day one (classroom and hands-on)
  • Licensing support: study materials, exam reimbursement, and assistance
  • Monthly internet reimbursement
  • Home office equipment provided by Allstate

Why Join Allstate

  • No Prospecting: Warm leads delivered directly to you
  • Career Growth: Develop your skills within a dynamic, supportive Fortune 100 company
  • Supportive Culture: Learn from best-in-class leaders and motivated teammates
  • Trusted Brand: Be part of a company with 90+ years of industry experience
  • Diverse & Reputable Product Suite: Sell from a wide portfolio that meets every customer’s needs

Requirements

  • At least 1 year of experience in sales or customer service (with a sales focus)
  • Active Personal Lines or Property & Casualty Producer license in your state of residence (preferred)
  • If unlicensed, ability to obtain a Personal Lines or Property & Casualty Producer license with Allstate’s support
  • Sales Representatives are required to obtain and maintain all required resident and non-resident Producer licenses necessary to sell insurance products in any state designated by Allstate. This includes obtaining non-resident Producer licenses in all states as required for the role.
  • If hired, Sales Representative must relinquish all non-Allstate insurance carrier appointments and may not hold active appointments with other carriers while employed in this role, in accordance with Allstate licensing and appointment policies.
  • High school diploma or GED required
  • Reliable high-speed internet with wired connection (Ethernet)
  • Dedicated, distraction-free home workspace (equipment provided)
  • Comfortable working evenings and weekends
  • Receptive to feedback and performance coaching
  • Strong communication, critical thinking, and multitasking skills
  • Competitive, highly self-motivated and enjoys being rewarded for your efforts
  • Able to work independently and hold yourself accountable for your performance 
  • Ability to navigate multiple computer systems simultaneously

Essential Job Functions

  • • Handle inbound and outbound customer calls as the primary method of customer engagement.
    • Maintain availability during assigned work hours to meet call volume and service expectations. This function is particularly crucial during an employee’s first 90 days of employment.
    • Deliver consultative sales conversations and complete transactions during live customer interactions.
    • Adhere to assigned schedules, including evenings and weekends, based on business coverage needs.
    • Meet established productivity, quality, and performance standards.
    • Navigate multiple computer systems simultaneously while actively engaged with customers.

This position is only available within theUS, but notcurrently available for Puerto Rico, California, New York, Alaska, Hawaii, or Washington state residents.

Candidates who reside in locations where the local minimum wage exceeds the base pay for this position are also not eligible for consideration. This is due to compliance with wage regulations and internal compensation practices.

Reasonable Accommodation Statement

Allstate provides reasonable accommodations to qualified individuals with disabilities to enable them to perform the essential functions of their role. During the first 90 days of employment, reasonable accommodations generally do not include removing essential job functions, creating new positions, or lowering performance or productivity standards.

#LI-JM2

Skills

Customer Centricity, Customer Insights, Customer Sales, Digital Literacy, Inclusive Leadership, Learning Agility, Results-Oriented, Sales, Sales Operations, Strategic Selling

Compensation

Target Total Compensation: $52,730–$76,480/year (Base Pay + Uncapped Performance-Based Incentives). Incentives are based on productivity and are not guaranteed. Payments are governed by the terms of the applicable sales bonus plan, which is subject to change at Allstate’s discretion.
Base Pay: $18 per hour

The candidate(s) offered this position will be required to submit to a background investigation.

Joining our team isn’t just a job — it’s an opportunity. One that takes your skills and pushes them to the next level. One that encourages you to challenge the status quo. One where you can shape the future of protection while supporting causes that mean the most to you. Joining our team means being part of something bigger – a winning team making a meaningful impact.

Allstate generally does not sponsor individuals for employment-based visas for this position.

Effective July 1, 2014, under Indiana House Enrolled Act (HEA) 1242, it is against public policy of the State of Indiana and a discriminatory practice for an employer to discriminate against a prospective employee on the basis of status as a veteran by refusing to employ an applicant on the basis that they are a veteran of the armed forces of the United States, a member of the Indiana National Guard or a member of a reserve component.

For jobs in San Francisco, please click “here” for information regarding the San Francisco Fair Chance Ordinance.


For jobs in Los Angeles, please click “here” for information regarding the Los Angeles Fair Chance Initiative for Hiring Ordinance.

To view the “EEO Know Your Rights” poster click “here”. This poster provides information concerning the laws and procedures for filing complaints of violations of the laws with the Office of Federal Contract Compliance Programs.

To view the FMLA poster, click “here”. This poster summarizing the major provisions of the Family and Medical Leave Act (FMLA) and telling employees how to file a complaint.

It is the Company’s policy to employ the best qualified individuals available for all jobs. Therefore, any discriminatory action taken on account of an employee’s ancestry, age, color, disability, genetic information, gender, gender identity, gender expression, sexual and reproductive health decision, marital status, medical condition, military or veteran status, national origin, race (include traits historically associated with race, including, but not limited to, hair texture and protective hairstyles), religion (including religious dress), sex, or sexual orientation that adversely affects an employee's terms or conditions of employment is prohibited. This policy applies to all aspects of the employment relationship, including, but not limited to, hiring, training, salary administration, promotion, job assignment, benefits, discipline, and separation of employment.

Allstate provides a comprehensive technology setup, including a laptop, monitors, headset, keyboard, and mouse. Employees eligible to work from home also receive a monthly connectivity reimbursement to help offset internet costs.

When working from home, you must have a dedicated, private workspace free from distractions, along with appropriate desk and seating. Reliable internet is required, with minimum speeds of 50 MB download and 5 MB upload.


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