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Entry Level Stop Loss Insurance Jobs (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 Benefit Systems, LLC

$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 ...

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 ...

Oak St. Health

Stop Loss Aggregate Analyst

$18.50 - $35.29/hr

Minimum of 2 years of experience in healthcare claims processing or a related health insurance ... Stop loss or reinsurance experience * Experience preparing or supporting stop loss claim filings

CVS Health

Stop Loss Aggregate Analyst

$18.50 - $35.29/hr

Minimum of 2 years of experience in healthcare claims processing or a related health insurance ... Stop loss or reinsurance experience * Experience preparing or supporting stop loss claim filings

Oak St. Health

Stop Loss Aggregate Analyst

$18.50 - $35.29/hr

Minimum of 2 years of experience in healthcare claims processing or a related health insurance ... Stop loss or reinsurance experience * Experience preparing or supporting stop loss claim filings

CVS Health

Stop Loss Aggregate Analyst

$18.50 - $35.29/hr

Minimum of 2 years of experience in healthcare claims processing or a related health insurance ... Stop loss or reinsurance experience * Experience preparing or supporting stop loss claim filings

CVS Health

Stop Loss Aggregate Analyst

Saint Paul, MN · On-site

$18.50 - $35.29/hr

Minimum of 2 years of experience in healthcare claims processing or a related health insurance ... Stop loss or reinsurance experience * Experience preparing or supporting stop loss claim filings

Tmhcc

Underwriting Intern

Plano, TX · On-site

$14.25 - $19.25/hr

In addition to traditional stop loss, we offer captive and Taft-Hartley stop loss solutions, level funded stop loss, Organ & Tissue Transplant insurance and MedPlus insurance. Tokio Marine HCC - A&H ...

Tokio Marine HCC

Underwriting Intern

Plano, TX · On-site

$14.25 - $19.25/hr

In addition to traditional stop loss, we offer captive and Taft-Hartley stop loss solutions, level funded stop loss, Organ & Tissue Transplant insurance and MedPlus insurance. Tokio Marine HCC - A&H ...

Tokio Marine HCC International

Underwriting Intern

Plano, TX · On-site

$14.50 - $19.25/hr

In addition to traditional stop loss, we offer captive and Taft-Hartley stop loss solutions, level funded stop loss, Organ & Tissue Transplant insurance and MedPlus insurance. Tokio Marine HCC - A&H ...

Acrisure, LLC

Stop Loss Underwriter

Las Vegas, NV · On-site

$65K - $85K/yr

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

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 ...

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Entry Level Stop Loss Insurance information

What is the difference between Entry Level Stop Loss Insurance vs Entry Level Health Insurance Agent?

AspectEntry Level Stop Loss InsuranceEntry Level Health Insurance Agent
Required CredentialsNone or insurance licensingInsurance license, possibly certification
Work EnvironmentInsurance companies, brokers, or consulting firmsInsurance agencies, brokerages, or direct sales
Industry UsageHealth insurance, employer-sponsored plansHealth insurance sales and client consultation

Entry Level Stop Loss Insurance involves understanding health plan cost management, while Entry Level Health Insurance Agents focus on selling and advising clients on health plans. Both roles require insurance licensing and operate within the health insurance industry, but their core functions differ: one manages risk, the other sells coverage.

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Entry Level Stop Loss Insurance jobs near you
Infographic showing various Entry Level Stop Loss Insurance job openings in the United States as of September 2026, with employment types broken down into 1% As Needed, 74% Full Time, 19% Part Time, and 6% Contract. Highlights an 88% Physical, 1% Hybrid, and 11% Remote job distribution.

Supervisor, Stop Loss

Chicago, IL • Remote

Allied Benefit Systems
Insurance Services • 201 - 500 employees
Learn more about Allied Benefit Systemsexternal

$147K/yr

Full-time

Medical, Dental, Vision, Life, PTO

Posted 29 days ago

Key responsibilities

  • Perform weekly audits of specific claims to ensure correct filing and receipt of reimbursements.

  • Update and manage stop loss tracking logs to monitor members over the deductible.

  • File aggregate claims, review reimbursements, and assist with claim adjustments.

Allied Benefit Systems rating

8.1

Company rating: 8.1 out of 10

Based on 5 frontline employees who took The Breakroom Quiz

Job description

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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