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Remote Insurance Sales Jobs in Madison, WI (NOW HIRING)

HMG Careers

Remote Insurance Agent

Madison, WI · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Sales or customer service experience is helpful but not required Qualifications * Laptop or desktop ...

Lone Star Careers

Remote Insurance Agent

Madison, WI · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... Sales or customer service experience is helpful but not required Qualifications * Laptop or desktop ...

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All JobsInsurance Sales JobsRemote Insurance Sales JobsRemote Insurance Sales Jobs in Madison, WI

Remote Insurance Sales information

See Madison, WI salary details

$29.7K

$92.9K

$141.7K

How much do remote insurance sales jobs pay per year?

As of Jul 27, 2026, the average yearly pay for remote insurance sales in Madison, WI is $92,885.00, according to ZipRecruiter salary data. Most workers in this role earn between $69,100.00 and $117,000.00 per year, depending on experience, location, and employer.

What is a Remote Insurance Sales job?

A Remote Insurance Sales job involves selling insurance policies to clients while working from a location outside of a traditional office, often from home. Professionals in this role communicate with clients via phone, email, or video calls to assess their needs and recommend suitable insurance products, such as life, health, auto, or property insurance. They are responsible for generating leads, providing quotes, answering client questions, and processing applications. Working remotely allows for flexible schedules and the ability to reach a wider client base. Success in this role typically requires strong communication skills, self-motivation, and proficiency with digital tools.

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

To thrive as a Remote Insurance Sales Agent, you need a solid understanding of insurance products, sales techniques, and typically hold a valid state insurance license. Familiarity with CRM systems, online quoting tools, and virtual meeting platforms is essential for managing leads and conducting remote consultations. Strong interpersonal communication, self-motivation, and time management are standout soft skills in this role. These competencies are vital for building client trust, closing sales remotely, and achieving sales targets in a competitive, virtual environment.

What is the difference between Remote Insurance Sales vs Remote Insurance Agent?

AspectRemote Insurance SalesRemote Insurance Agent
CredentialsLicensing required, sales certificationsLicensing required, sales certifications
Work EnvironmentRemote, client-facing, sales-focusedRemote, client-facing, sales-focused
Employer & Industry UsageInsurance companies, brokers, agenciesInsurance companies, brokers, agencies
Search & Comparison IntentLooking for sales roles in insuranceLooking for insurance sales agent roles

Remote Insurance Sales and Remote Insurance Agent roles are similar, both requiring licensing and sales skills, often working remotely for insurance providers. The main difference lies in terminology; 'Sales' emphasizes the sales process, while 'Agent' highlights the role of representing insurance products. Both roles serve similar functions in the insurance industry and are often used interchangeably depending on employer preference.

How does working remotely impact collaboration and communication in insurance sales teams?

Remote insurance sales professionals often rely on digital tools like video calls, instant messaging, and CRM platforms to stay connected with their team and managers. While physical distance can present challenges, most organizations foster collaboration through regular virtual meetings, shared resources, and ongoing training sessions. Building strong communication skills and proactively reaching out to colleagues can help remote agents feel supported and informed. Team success usually depends on the ability to share leads, discuss strategies, and keep each other motivated despite not being in the same office.
What are the most commonly searched types of Insurance Sales jobs in Madison, WI? The most popular types of Insurance Sales jobs in Madison, WI are:
What are popular job titles related to Remote Insurance Sales jobs in Madison, WI? For Remote Insurance Sales jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Remote Insurance Sales jobs in Madison, WI look for? The top searched job categories for Remote Insurance Sales jobs in Madison, WI are:
What cities near Madison, WI are hiring for Remote Insurance Sales jobs? Cities near Madison, WI with the most Remote Insurance Sales job openings:
Remote Insurance Sales jobs near you
Infographic showing various Remote Insurance Sales job openings in Madison, WI as of July 2026, with employment types broken down into 1% As Needed, 70% Full Time, 22% Part Time, and 7% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution, with an average salary of $92,885 per year, or $44.7 per hour.

Remote Insurance Sales Representative

Dieter Insurance Group - Allstate Exclusive Agency

Sun Prairie, WI • Remote

$60K - $150K/yr

Full-time

Medical, Retirement, PTO

This job post has expired today. Applications are no longer accepted.

Job description

Allstate Exclusive Agency

Looking for a career with unlimited earning potential and real growth opportunities?

Were hiring motivated, coachable sales professionals who enjoy helping people and want to build a successful insurance career. This is a fully remote W2 position for candidates who live in Wisconsin.


Already licensed? Great! If not, we can help qualified candidates obtain their Property & Casualty insurance license.


What We Offer

  • Base salary plus unlimited commission and bonuses
  • On-target earnings of $75,000+
  • Top performers can earn $150,000+
  • Paid training and mentorship
  • Health insurance
  • Paid time off
  • Retirement plan
  • MondayFriday schedule with evenings off
  • Career growth opportunities
  • Quality leads and live transfers


Who Were Looking For

  • Motivated, goal-oriented, and dependable
  • Coachable and eager to improve
  • Comfortable making a high volume of calls
  • Strong verbal and written communication skills
  • Customer-focused with an interest in sales
  • Able to work successfully in a remote team environment
  • High school diploma or equivalent


Hiring Process

  1. Quick phone interview
  2. Virtual interview
  3. Final interview


Our hiring process typically takes approximately one week.


Benefits

Annual Base Salary + Commission + Bonus Opportunities

Paid Time Off (PTO)

Health Insurance

Mon-Fri Schedule

Hands on Training

Career Growth Opportunities

Retirement Plan

Evenings Off


Responsibilities

What a Typical Day Looks Like

  • Make outbound calls to provided leads
  • Accept live transfers from prospects ready to discuss coverage
  • Follow up consistently with potential customers
  • Educate customers on the importance of proper insurance protection
  • Use real-life claim examples to explain coverage
  • Participate in daily sales training, practice, and coaching
  • Continue learning and developing your skills with the team
  • Help protect customers from everyday risks

Requirements
  • Educational Background: High School Diploma or equivalent is required.
  • Communication Abilities: Strong verbal and written communication skills to interact effectively with clients.
  • Sales Acumen: A keen interest in developing skills in sales and client relationship building.
  • Motivation: A self-starter with a positive attitude and the initiative to meet and exceed targets.
  • Customer Service: Ability to understand and address client needs effectively.
  • Adaptability: Willingness to learn about various insurance products and services offered by the company.
  • Team Participation: Ability to work collaboratively within a team-focused environment.

Please note -This is a position that requires an insurance license

Dont you have one? No problem- we can help you get one!

So, what are you waiting for?!?!

Hit the apply button and let's talk.