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Remote Group Insurance Sales Jobs in Madison, WI

The Long Agency

Life Insurance Sales Agent

Madison, WI · On-site +1

$30K - $160K/yr

The Long Agency, within Symmetry Financial Group, is growing and looking for driven individuals who ... No prior sales or insurance experience is required. Position Overview : As a Life Insurance Sales ...

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All JobsGroup Insurance Sales JobsRemote Group Insurance Sales JobsRemote Group Insurance Sales Jobs in Madison, WI

Remote Group Insurance Sales information

See Madison, WI salary details

$29.7K

$92.8K

$141.6K

How much do remote group insurance sales jobs pay per year?

As of Aug 14, 2026, the average yearly pay for remote group insurance sales in Madison, WI is $92,819.00, according to ZipRecruiter salary data. Most workers in this role earn between $69,000.00 and $116,900.00 per year, depending on experience, location, and employer.

Are remote group insurance sales jobs legit?

Remote group insurance sales jobs are legitimate positions in the insurance industry that involve selling group policies to organizations. They typically require strong communication skills, industry knowledge, and sometimes certifications, and are often offered by established insurance companies or agencies. As with any job opportunity, it is important to verify the employer's credibility before applying or providing personal information.

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

AspectRemote Group Insurance SalesRemote Insurance Agent
CredentialsLicenses in health/life insurance, sales experienceLicenses in health/life insurance, sales experience
Work EnvironmentPrimarily remote, focused on B2B salesPrimarily remote, B2C and B2B sales
Employer & IndustryInsurance companies, brokers, agenciesInsurance companies, brokers, agencies
Search & Comparison IntentUnderstanding B2B sales roles in insuranceUnderstanding B2C and B2B insurance sales roles

Remote Group Insurance Sales focuses on selling group insurance plans to organizations, often involving B2B interactions. Remote Insurance Agents typically sell individual policies directly to consumers. While both roles require insurance licenses and sales skills, their target clients and sales approaches differ, making the comparison useful for job seekers exploring different insurance sales careers.

What skills and qualifications are needed to thrive as a remote group insurance sales professional?

To thrive as a Remote Group Insurance Sales professional, you need strong sales acumen, a solid understanding of insurance products, and typically a valid insurance license. Proficiency with CRM software, virtual communication platforms, and quoting systems is essential for managing leads and client interactions remotely. Excellent communication, self-motivation, and relationship-building skills help you stand out in a competitive market. These skills and qualities are crucial for effectively reaching clients, closing deals, and maintaining long-term business relationships from a remote setting.

How does a remote group insurance sales professional typically collaborate with underwriters and client services teams?

As a remote group insurance sales professional, you’ll regularly collaborate with underwriters to assess risk, develop customized proposals, and ensure coverage aligns with client needs. You’ll also coordinate with client services teams to address policy changes, manage renewals, and resolve customer inquiries. Effective communication through virtual meetings and digital collaboration tools is key, as these partnerships are essential for delivering seamless service and closing sales. Building strong internal relationships helps streamline processes and enhances the client experience.

What is a remote group insurance sales professional?

A Remote Group Insurance Sales job involves selling group insurance policies—such as health, life, or disability insurance—to organizations and businesses while working from a remote location. Professionals in this role identify prospective clients, explain plan options, and assist companies in selecting coverage that best fits their employees’ needs. The job typically includes tasks like virtual meetings, digital presentations, and ongoing client support, all managed from a home office or other remote setting. Strong communication skills, sales experience, and knowledge of insurance products are essential for success in this career.

What are popular job titles related to Remote Group Insurance Sales jobs in Madison, WI?

For Remote Group Insurance Sales jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Remote Group Insurance Sales jobs in Madison, WI look for?

The top searched job categories for Remote Group Insurance Sales jobs in Madison, WI are:

What cities near Madison, WI are hiring for Remote Group Insurance Sales jobs?

Cities near Madison, WI with the most Remote Group Insurance Sales job openings:

Remote Group Insurance Sales jobs near you

Remote Insurance Sales Representative

Dieter Insurance Group - Allstate Exclusive Agency

Sun Prairie, WI • Remote

$60K - $150K/yr

Full-time

Medical, Retirement, PTO

Posted 27 days ago

Job description

Allstate Exclusive Agency



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

We’re 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
  • Monday–Friday schedule with evenings off
  • Career growth opportunities
  • Quality leads and live transfers


Who We’re 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.

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

Don’t 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.

Benefits
Paid Time Off (PTO)###Health Insurance###Mon-Fri Schedule###Hands on Training###Career Growth Opportunities###Retirement Plan###Evenings Off###