Job Description
Senior Underwriting Representative
Location: Fully remote
Schedule: M-F, Standard Business Hours
Target Start Date: 08/17/2026, pending completion of new hire onboarding
Duration: 8 months (opportunity for extension or conversion to FTE, depending on performance, attendance, and business needs).
Benefits: Health, Dental, Vision
Pay Rate: $21.59/hr (Paid weekly)
Job Details:
The Underwriting Account Senior Representative, within Clients Supplemental Benefits contributes to the Underwriting process through the handling of all Medicare Supplement, Health and Life underwritten applications.
Essential Responsibilities:
Qualifications:
#TMCA
Location: Fully remote
Schedule: M-F, Standard Business Hours
Target Start Date: 08/17/2026, pending completion of new hire onboarding
Duration: 8 months (opportunity for extension or conversion to FTE, depending on performance, attendance, and business needs).
Benefits: Health, Dental, Vision
Pay Rate: $21.59/hr (Paid weekly)
Job Details:
The Underwriting Account Senior Representative, within Clients Supplemental Benefits contributes to the Underwriting process through the handling of all Medicare Supplement, Health and Life underwritten applications.
Essential Responsibilities:
- Review medical history, data and interviews employing critical thinking skills
- Operating third party software to summarize application medical and health data
- Provide written correspondence, to the applicant or broker, regarding outstanding application requirements
Qualifications:
- High School diploma is required
- 2+ years insurance or medical experience required, preferably medical insurance or PBM background
- Medical terminology preferred
- Excellent organizational and critical thinking skills
- Ability to prioritize workload independently in a fast-paced environment
- Knowledge of medical conditions/prescriptions
#TMCA
Numbers & Facts
| Location | CHICAGO, IL (Remote) |
| Industry | Staffing/Employment Agencies |
| Company Size | 1,000 to 1,499 employees |
| Year Founded | 1968 |
| Website | https://www.tailoredmanagement.com/ |
About Company
CONNECTING TOP TALENT WITH TOP-TIER OPPORTUNITIES
Tailored Management is a global staffing firm that specializes in partnering with large organizations that run their contingent labor program in a VMS/MSP environment. We have the unique capacity to support programs across all scopes and geographic locations from a single headquarters, successfully elevating program performance across the board and minimizing costs, miscommunication and delivery times. But what do we really do? We bring together the best talent with the greatest opportunities.
Skills
- Establish Prioritiesunmatched
- Health Insuranceunmatched
- High School Diplomaunmatched
- Insuranceunmatched
- Medical Conditionsunmatched
- Medical Terminologyunmatched
- Medicareunmatched
- Onboardingunmatched
- Organizational Skillsunmatched
- Prescription Drugsunmatched
- Underwritingunmatched
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