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Remote Insurance Manager Jobs in Chicago, IL (NOW HIRING)

Huntington

Commercial Title Insurance Manager

Chicago, IL · On-site +1

$93K - $189K/yr

Manage the Commercial Title Insurance team. * Oversee the issuance and servicing of commercial ... Remote roles will also have the opportunity to come together in our offices for moments that matter.

Huntington

Commercial Title Insurance Manager

Chicago, IL · On-site +1

$93K - $189K/yr

Manage the Commercial Title Insurance team. * Oversee the issuance and servicing of commercial ... Remote roles will also have the opportunity to come together in our offices for moments that matter.

HMG Careers

Sales Manager Remote

Gary, IN · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Sales Manager Remote

Evergreen Park, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Manager

Berwyn, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Manager

Forest Park, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Sales Manager Remote

Blue Island, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Sales Manager Remote

Calumet Park, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Manager

Burbank, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Sales Manager Remote

Gary, IN · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Sales Manager Remote

Maywood, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Manager

Chicago, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Manager

Gary, IN · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

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Showing results 1-20

All JobsRemote Insurance Manager JobsRemote Insurance Manager Jobs in Chicago, IL

Remote Insurance Manager information

See Chicago, IL salary details

$38.6K

$85.3K

$126.2K

How much do remote insurance manager jobs pay per year?

As of Jun 16, 2026, the average yearly pay for remote insurance manager in Chicago, IL is $85,294.00, according to ZipRecruiter salary data. Most workers in this role earn between $68,500.00 and $102,000.00 per year, depending on experience, location, and employer.

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

To thrive as a Remote Insurance Manager, you need strong knowledge of insurance products, underwriting processes, and regulatory compliance, typically supported by a bachelor's degree and relevant insurance licenses. Familiarity with insurance management software, CRM systems, and digital communication tools is essential for overseeing remote teams and client portfolios. Exceptional leadership, organizational, and communication skills help foster team collaboration and client trust in a virtual environment. These abilities are crucial for ensuring efficient operations, regulatory adherence, and consistent client satisfaction while managing teams and clients remotely.

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

AspectRemote Insurance ManagerRemote Insurance Agent
Required CredentialsInsurance license, management experienceInsurance license, sales skills
Work EnvironmentOversees teams, manages policiesInteracts directly with clients, sells policies
Employer & Industry UsageInsurance companies, brokeragesInsurance agencies, brokerages
Common Search & ComparisonManagement roles, leadershipSales roles, customer service

The main difference between a Remote Insurance Manager and a Remote Insurance Agent lies in their responsibilities and focus. The manager oversees teams and policy management, requiring management experience, while the agent focuses on client interactions and policy sales. Both roles require insurance licensing but serve different functions within the insurance industry.

How does a Remote Insurance Manager effectively lead and support a distributed team?

A Remote Insurance Manager typically relies on digital communication tools and regular virtual meetings to provide guidance, set expectations, and monitor team performance. They prioritize clear communication, establish structured workflows, and use project management software to keep everyone aligned. Building trust and maintaining team morale can be a challenge in a remote environment, so successful managers also foster open dialogue and encourage collaboration through team check-ins and ongoing feedback. This approach helps remote teams stay connected, motivated, and productive while meeting organizational goals.

What are Remote Insurance Managers?

Remote Insurance Managers are professionals who oversee insurance operations, teams, or portfolios from a remote location, rather than working onsite at an office. Their responsibilities often include managing sales agents, handling client relations, ensuring compliance with industry regulations, and developing strategies to meet organizational goals. They rely heavily on digital communication tools to coordinate with their teams, clients, and other stakeholders. This role requires strong leadership, organizational skills, and a deep understanding of insurance products and regulations.
What are the most commonly searched types of Remote Insurance jobs in Chicago, IL? The most popular types of Remote Insurance jobs in Chicago, IL are:
What are popular job titles related to Remote Insurance Manager jobs in Chicago, IL? For Remote Insurance Manager jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Insurance Manager jobs in Chicago, IL look for? The top searched job categories for Remote Insurance Manager jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Insurance Manager jobs? Cities near Chicago, IL with the most Remote Insurance Manager job openings:
Remote Insurance Manager jobs near you

Remote Insurance Agent

Anderson Johnson Agency

Joliet, IL • Remote

$60K - $120K/yr

Full-time, Part-time, Contractor

Posted 3 days ago

Job description

The Anderson Johnson Agency is an independent insurance agency focused on protecting families through personalized life insurance solutions. Founded and led by Joe Anderson and Jill Johnson, our agency combines a proven sales system, quality leads, and hands-on mentorship to help licensed agents grow with confidence.

We are selectively adding licensed life insurance agents who are professional, coachable, self-motivated, and interested in building long-term success in a supportive, values-based environment.

This is a remote, commission-based opportunity for licensed agents who want access to qualified leads, mentorship, and a proven process without micromanagement.

What You’ll Do
  • Connect with clients who have requested information about life insurance
  • Conduct phone or Zoom appointments
  • Assess client needs and recommend appropriate life insurance solutions
  • Follow up professionally and consistently
  • Use our CRM and virtual sales tools to manage your pipeline
  • Participate in ongoing virtual training and mentorship
What We Provide
  • Qualified leads from people actively looking for life insurance
  • No cold calling or contacting friends and family
  • CRM and virtual sales tools
  • Structured onboarding and ongoing support
  • Mentorship from experienced agency leadership
  • A simple, duplicatable sales process
  • Opportunity to grow within the agency over time
Why Anderson Johnson Agency
  • Mission-driven agency focused on protecting families
  • Mentorship from leaders with 30+ years of experience
  • Recognized for strong agency growth and leadership
  • Top Rookie Agency with over $860,000 in business protected
  • 525% agency growth
  • Supportive culture built around faith, family, ownership, and long-term growth
Qualifications
  • Active life insurance license required
  • U.S.-based applicants only
  • Comfortable with 1099 commission-based compensation
  • Strong communication and follow-up skills
  • Professional, coachable, and self-motivated
  • Comfortable working remotely and conducting virtual appointments
Role Details
  • Position Type: 1099 Independent Contractor
  • Compensation: Commission-based; earnings vary by activity and performance
  • Schedule: Flexible, remote; part-time or full-time
  • Location: Remote, United States

This is not a W-2 position. Earnings are commission-based and dependent on individual effort, consistency, and performance.

Job Types: Full-time, Part-time
Pay: $60,000–$120,000+ per year
Benefits: Work from home
Work Location: Remote