See all roles

Insurance Support Specialist (Non-Licensed)

Work from home Full-time role Hiring

We are assembling a contact center team to assist individuals who are losing employer-sponsored health benefits and must transition to individual coverage before December 31, 2026. This is a defined-term, project-based engagement with distinct phases. You will be engaged as an independent contractor for the duration of this project. 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.

Description

Role Overview

As an Insurance Support Specialist, you are the first point of contact for individuals reaching out via phone, chat, or email. You will manage intake, verify eligibility information, ensure user accounts are created, assist with user platform navigation, answer general questions, escalate technical issues and book appointments for licensed agents. You will not provide insurance advice, make plan recommendations, or complete enrollments — those activities are handled exclusively by licensed agents.

Key Responsibilities

  • Answer inbound phone, chat, and email contacts from individuals who are losing employer-sponsored health coverage
  • Conduct initial intake: verify identity, ensure user account is created and household details are entered into user’s account.
  • Encourage users to explore the platform on their own and minimize escalations to licensed agents.
  • Execute warm transfers to licensed agents if situation warrants, providing a concise verbal summary of the contact
  • Manage email and chat queues, responding to routine inquiries and escalating as appropriate
  • Schedule callbacks for individuals who request an agent or cannot be connected to an agent immediately
  • Accurately log all contact activity and documentation in Zendesk
  • Meet productivity, quality, and response time targets
  • Communicate clearly and empathetically — many contacts will be anxious about losing coverage

What You Will NOT Do

To remain compliant with state insurance regulations, support specialists in this role are expressly prohibited from:

  • Recommending or comparing specific insurance plans
  • Advising on premiums, deductibles, or benefits
  • Completing or assisting with enrollment applications
  • Providing any guidance that could be construed as insurance advice

Required Qualifications

  • Minimum 1 year of experience in a customer service, call center, or administrative support role
  • Prior experience in a healthcare, insurance, or benefits administration environment
  • Familiarity with ACA, Medicare, or employer benefits terminology
  • Excellent verbal and written communication skills
  • Ability to navigate multiple software platforms simultaneously (CRM, chat tools, telephony)
  • Strong attention to detail and accurate data entry
  • Comfortable working in a fast-paced, high-volume environment
  • Ability to work independently and manage time effectively in a remote setting
  • Reliable high-speed internet connection and a quiet, dedicated workspace

Preferred Qualifications

  • Experience with warm transfer protocols in a contact center setting
  • Bilingual (English/Spanish) a plus

Contractor Terms

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

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

You might like

Content Strategist

Work from home Full-time role

Account Manager - Snacks (Chicago, IL, US)

Work from home Full-time role

Fin Aid Processor Lev 1

Work from home Full-time role

IT Support for Web Portal

Work from home Full-time role

Legal SEO Strategist Account Manager

Work from home Full-time role

Fin Aid Processor Lev 1

Work from home Full-time role

Technical Marketing Manager (AppSec, AI/ML, R&E)

Work from home Full-time role

Patient Access Liaison (PAL)- South Texas

Work from home Full-time role

Catalyst Pharmaceuticals, Inc - Senior Medical Director, Medical Affairs - aGAMREE

Work from home Full-time role

Meliore Foundation | Operations Associate Asia

Work from home Full-time role

Experienced Remote Web Chat Associate – Customer Service & Support

Work from home Full-time role

Recruiter (Temporary)

Work from home Full-time role

Remote Live Chat Assistant

Work from home Full-time role

Hyperscalers & Commercial Lead

Work from home Full-time role

Experienced Online Customer Service Representative – Delivering Exceptional Support and Building Lasting Customer Relationships at blithequark

Work from home Full-time role

Part-Time Remote Customer Experience Associate

Work from home Full-time role

Experienced Remote Data Entry Specialist for Accurate and Efficient Data Management – Join arenaflex Team

Work from home Full-time role

Immediate Hiring: Lead, Global Policy Communications

Work from home Full-time role

Prior Authorization Specialist, Data Extraction & AI Quality (Fully Remote, Part-Time)

Work from home Full-time role

[Remote-Position] Virtual Part-time Math Tutor (Texas)

Work from home Full-time role