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Licensed Insurance Agent

Remote, USA Full-time Posted 2026-06-26

We are building a dedicated contact center team to support a population of individuals who are losing employer-sponsored health benefits on 12/31 and must transition to individual coverage. You will be engaged as an independent contractor for the duration of this project.

Description

Role Overview

As a Licensed Insurance Agent, you will conduct needs assessments, present plan options, discuss enrollment options across ACA Marketplace and Medicare product lines.

This is not a permanent position. We are looking for individuals that are seeking weekly hours ranging from 20-40 hours per week. Our call center will be staffed from 9am to 7pm CT.

Key Responsibilities

  • Handle inbound phone contacts from individuals navigating a loss-of-coverage Special Enrollment Period (SEP) or annual enrollment window
  • Conduct thorough needs assessments to determine eligibility for ACA Marketplace plans, Medicare Advantage, Medicare Supplement, or Part D coverage
  • Present and compare plan options clearly, ensuring the individual understands benefits, premiums, deductibles, and network considerations
  • Document all interactions and enrollment outcomes in the designated CRM platform
  • Meet or exceed individual service level, quality, and productivity metrics
  • Maintain active licensure in all required states throughout the engagement
  • Stay current on plan offerings, carrier guidelines, CMS regulations, and SEP eligibility rules
  • Collaborate with non-licensed support staff receiving warm transfers and handing off pre-qualified contacts

Required Qualifications

  • Active health insurance producer license in good standing (resident state required; non-resident states a plus)
  • Minimum 2 years experience selling individual health insurance, ACA Marketplace plans, or Medicare products
  • Demonstrated experience conducting enrollment conversations via phone
  • Strong working knowledge of ACA subsidy calculations, SEP qualifying events, and Medicare eligibility rules
  • Ability to work independently in a remote environment with minimal supervision
  • Reliable high-speed internet connection and a quiet, dedicated workspace
  • Proficiency with CRM tools and web-based enrollment platforms

Preferred Qualifications

  • Active licensure in multiple states
  • Experience in a high-volume inbound call center environment
  • AHIP Medicare certification (current year preferred)
  • Bilingual (English/Spanish) a plus

Contractor Terms

  • This engagement is offered on a 1099 independent contractor basis
  • You are responsible for your own taxes, benefits, and licensure maintenance costs
  • Minimum hours per week will be 20 hours
  • This engagement does not constitute an offer of employment and confers no employee benefits

We are an equal opportunity employer. Licensure verification will be conducted prior to contract execution.

About the Company

When is a US-based, venture-backed company that has built a novel AI-driven health insurance marketplace and post-employment platform. Our product will transform how companies offboard employees and how people manage their transition between jobs. Apply To This Job

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