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Stop Loss Insurance Jobs in Illinois (NOW HIRING)

Allied Benefit Systems

Supervisor, Stop Loss

Chicago, IL · Remote

$147K/yr

The Supervisor, Stop Loss also works closely with Stop Loss Data Specialist and Reimbursement ... At least 5 years group health insurance/benefits experience required. * At least 2 years ...

Allied

Supervisor, Stop Loss

Chicago, IL · On-site +1

$60K - $65K/yr

The Supervisor, Stop Loss also works closely with Stop Loss Data Specialist and Reimbursement ... At least 5 years group health insurance/benefits experience required. * At least 2 years ...

Captive Resources

Underwriter

Itasca, IL · On-site +1

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role involves analyzing medical risk, pricing policies, and making recommendations based on a thorough ...

Captive Resources

Underwriter

Itasca, IL · On-site

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role involves analyzing medical risk, pricing policies, and making recommendations based on a thorough ...

Captive Resources

Underwriter

Itasca, IL · On-site

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role involves analyzing medical risk, pricing policies, and making recommendations based on a thorough ...

Captive Resources

Underwriter

Itasca, IL · On-site

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role involves analyzing medical risk, pricing policies, and making recommendations based on a thorough ...

Captive Resources

Underwriter

Itasca, IL · On-site

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role involves analyzing medical risk, pricing policies, and making recommendations based on a thorough ...

Allied

Stop Loss Claims Specialist I-Specific

Chicago, IL · On-site +1

$23 - $24/hr

POSITION SUMMARY The Stop Loss Claim Specialist is responsible for preparing and filing medical ... Insurance, Generous Paid Time Off, Tuition Reimbursement, EAP, and a Technology Stipend. Allied ...

Acrisure

Stop Loss Underwriter

Chicago, IL · On-site +1

$65K - $85K/yr

The Stop Loss Underwriter is responsible for evaluating, pricing, and managing risk for employer ... Comprehensive medical insurance, dental insurance, and vision insurance; life and disability ...

Acrisure

Senior Stop Loss Underwriter

Chicago, IL · On-site +1

$90K - $125K/yr

... of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services - and more. In the ... The Senior Stop Loss Underwriter is responsible for evaluating, pricing, and managing risk for ...

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Stop Loss Insurance information

See Illinois salary details

$19.3K

$60.7K

$96.5K

How much do stop loss insurance jobs pay per year?

As of Sep 7, 2026, the average yearly pay for stop loss insurance in Illinois is $60,721.00, according to ZipRecruiter salary data. Most workers in this role earn between $33,344.00 and $84,676.00 per year, depending on experience, location, and employer.

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The most popular types of Stop Loss Insurance jobs in Illinois are:

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For Stop Loss Insurance jobs in Illinois, the most frequently searched job titles are:

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Stop Loss Insurance jobs near you
Infographic showing various Stop Loss Insurance job openings in Illinois as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 17% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $60,721 per year, or $29.2 per hour.

Supervisor, Stop Loss

Allied Benefit Systems, LLC

Chicago, IL • On-site

$60 - $80/hr

Other

Medical, Dental, Vision, Life, PTO

Posted 23 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

112th of 500 rated business services

Job description

Job Details

Job Location: Allied Benefit Systems - CHICAGO, IL 60606

Position Type: Full Time

Salary Range: $60,000.00 - $65,000.00 Salary

Job Category: Operations

POSITION SUMMARY

The Supervisor, Stop Loss is responsible for assisting the Manager, Stop Loss with overseeing the department. Duties include auditing and tracking stop loss claim filings, reimbursements, and cash advance claims to ensure the department is running in an efficient and thorough manner. The Supervisor, Stop Loss also works closely with Stop Loss Data Specialist and Reimbursement Specialist on administrative, organizational, and auditing functions.

ESSENTIAL FUNCTIONS
  • Perform weekly audits of specific claims to ensure all claims were filed correctly and all reimbursements have been received.
  • Update and manage the stop loss tracking and specific logs to monitor the current status of members over the specific deductible.
  • Review and accurately record stop loss reimbursements.
  • Gather and prepare the data required to file Rx stop loss claims.
  • Responsible for the filing of aggregate claims and securing reimbursements.
  • Assist with making claim adjustments.
  • Organize the enrollment of new clients into the ACH reimbursement program.
  • Lead, coach, motivate and develop. Responsible for one on one meetings, performance appraisals, growth opportunities and attracting new talent.
  • Clearly communicate expectations, provide employees with the training, resources, and information needed to succeed.
  • Actively engage, coach, counsel and provide timely, and constructive performance feedback.
  • Other duties as assigned.
EDUCATION
  • Bachelor’s degree or equivalent work experience required.
EXPERIENCE AND SKILLS
  • At least 5 years group health insurance/benefits experience required.
  • At least 2 years supervisory experience required.
  • Must be highly proficient in the use of Microsoft Word, Excel, and Outlook.
  • Must have the ability to easily learn new computer applications.
POSITION COMPETENCIES
  • Accountability
  • Coaching and Feedback
  • Collaboration
  • Customer Focus
  • Decision Making
  • Execution Management
  • People Leadership
PHYSICAL DEMANDS

This is a standard desk role requiring extended sitting and computer work.

WORK ENVIRONMENT

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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