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Insurance Executive Assistant Remote Jobs in Chicago, IL

Associate Client Executive

Chicago, IL · On-site +1

$72K - $75K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • PTO

POSITION SUMMARY The Associate Client Executive will be responsible for managing and nurturing client relationships, driving the retention and growth of a portfolio. They will also be the dedicated

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Remote Insurance Agent

Chicago, IL · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Elgin, IL · Remote

$69K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Elgin, IL · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

East Chicago, IN · Remote

$69K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Elk Grove Village, IL · Remote

$69K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Gary, IN · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Harvey, IL · Remote

$69K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Naperville, IL · Remote

$69K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Joliet, IL · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Joliet, IL · Remote

$69K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Chicago, IL · Remote

$69K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Aurora, IL · Remote

$69K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Naperville, IL · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Aurora, IL · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Remote Insurance Agent

Hammond, IN · Remote

$69K/yr

  • Medical

  • Dental

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

Showing results 41-60

Insurance Executive Assistant Remote information

See Chicago, IL salary details

$30.9K

$66.4K

$105.6K

How much do insurance executive assistant remote jobs pay per year?

As of Aug 14, 2026, the average yearly pay for insurance executive assistant remote in Chicago, IL is $66,399.00, according to ZipRecruiter salary data. Most workers in this role earn between $51,500.00 and $77,300.00 per year, depending on experience, location, and employer.

How does an insurance executive assistant effectively manage communication and workflow in a remote setting?

As a remote Insurance Executive Assistant, you'll rely heavily on digital tools to coordinate schedules, handle confidential documents, and facilitate communication between executives, clients, and internal teams. Maintaining clear, organized channels—such as shared calendars, secure email, and project management platforms—is essential to keeping tasks on track and ensuring timely responses. Regular virtual check-ins and proactive updates help keep everyone aligned, and being adaptable to shifting priorities is key in the fast-paced insurance environment. Building trust through responsiveness and attention to detail is especially important when working remotely.

What are the key skills and qualifications needed to thrive as an insurance executive assistant remote?

To thrive as an Insurance Executive Assistant (Remote), you need strong organizational abilities, attention to detail, and a background in administrative support, preferably with knowledge of the insurance industry. Familiarity with office software (like Microsoft Office), CRM platforms, and document management systems is typically required, and certifications such as Certified Administrative Professional (CAP) may be beneficial. Excellent communication, discretion, and time-management are crucial soft skills for managing sensitive information and supporting executives remotely. These skills and qualities are essential to ensure efficient operations, maintain compliance, and provide reliable support in a fast-paced virtual environment.

What does an insurance executive assistant do when working remotely?

An Insurance Executive Assistant working remotely provides high-level administrative support to insurance executives, such as managing schedules, coordinating meetings, handling correspondence, and preparing reports. They also often assist with client communications, maintain confidential records, and help with project management tasks. Working remotely, they leverage technology to stay connected and ensure that executives remain organized and efficient. Attention to detail, strong communication skills, and proficiency with office software are essential for this role.

What are popular job titles related to Insurance Executive Assistant Remote jobs in Chicago, IL?

For Insurance Executive Assistant Remote jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Insurance Executive Assistant Remote jobs in Chicago, IL look for?

The top searched job categories for Insurance Executive Assistant Remote jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Insurance Executive Assistant Remote jobs?

Cities near Chicago, IL with the most Insurance Executive Assistant Remote job openings:

Infographic showing various Insurance Executive Assistant Remote job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 95% Physical, 2% Hybrid, and 3% Remote job distribution, with an average salary of $66,399 per year, or $31.9 per hour.

Associate Client Executive

Allied Benefit Systems

Chicago, IL • Remote

Full-time

Medical, Dental, Vision, Life, PTO

Posted 20 days ago


Allied Benefit Systems rating

8.1

Company rating: 8.1 out of 10

Based on 5 frontline employees who took The Breakroom Quiz

105th of 491 rated business services


Job description

POSITION SUMMARY

The Associate Client Executive will be responsible for managing and nurturing client relationships, driving the retention and growth of a portfolio. They will also be the dedicated liaison for their own portfolio of clients, providing them with excellent service and support. This position is client-focused and can build relationships and retain a book of business for the company.

ESSENTIAL FUNCTIONS

  • Manage the renewal processes, collaborating with account management and underwriting for renewals on the assigned book of business.
  • Position and showcase products, rates, stop loss, and expanded product portfolios to increase sales and maximize revenue.
  • Process receipts and prepare Requests for Proposals (RFPs) to send to underwriting and stop loss vendors.
  • Perform routine operational tasks associated with evaluating an RFP (e.g., disruption).
  • Act as a client-facing representative, providing support during open enrollments, independently conducting open enrollment presentations, and effectively addressing member issues.
  • Assist in resolving routine problems (i.e., underwriting, reporting, billing, employer, and member concerns, etc.) by working with the appropriate departments and the Account Manager to ensure resolution.
  • Help facilitate the renewal of existing cases by managing claim reviews, stop loss marketing, and setting service level expectations.
  • Produce and analyze Ad Hoc reporting when requested from the client/broker/Account Executive.
  • Other duties as assigned.

EDUCATION

  • College degree or equivalent work experience required.

EXPERIENCE AND SKILLS

  • At least 1 year of experience in an account management role required.
  • Working knowledge of employee medical benefit plans.
  • Experience with Group health insurance and self-funded health plans preferred.
  • Excellent written and verbal communication skills.
  • Intermediate level work experience with Microsoft Office, Word, Excel Access, and Power Point software applications.
  • Proven ability to deliver public presentations, presenting benefits and compliance information in a clear and engaging manner.
  • Must be organized and detail oriented.

POSITION COMPETENCIES

  • Accountability
  • Business Acumen
  • Communication
  • Customer Relationship Management
  • Influencing and Persuasion
  • Negotiation
  • Results Orientation

CERTIFICATES AND LICENSES

  • Producer's license preferred but not mandatory

PHYSICAL DEMANDS

  • This is standard desk role requiring extended periods of sitting and computer work.

WORK ENVIROMENT

  • Remote

Here at Allied, we believe that great talent can thrive from anywhere. Our remote friendly culture offers flexibility and the comfort of working from home, while also ensuring you are set up for success. To support a smooth and efficient remote work experience, the internet connection must be obtained through a cable broadband or fiber optic internet service provider with speeds of at least 100Mbps download/25Mbps upload. Reliable internet service is essential for staying connected and productive.

The company has reviewed this job description to ensure that essential functions and basic duties have been included. It is not intended to be construed as an exhaustive list of all functions, responsibilities, skills, and abilities. Additional functions and requirements may be assigned by supervisors as deemed appropriate.

Compensation is not limited to base salary. Allied values our Total Rewards, and offers a competitive Benefit Package including, but not limited to, Medical, Dental, Vision, Life and Disability Insurance, Generous Paid Time Off, Tuition Reimbursement, EAP, and a Technology Stipend.

Allied reserves the right to amend, change, alter, and revise, pay ranges and benefits offerings at any time. All applicants acknowledge that by applying to the position you understand that the specific pay range is contingent upon meeting the qualification and requirements of the role, and for the successful completion of the interview selection and process. It is at the Company's discretion to determine what pay is provided to a candidate within the range associated with the role.


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