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Remote MassHealth Enrollment Specialist (MA-based

Remote / Online - Candidates ideally in
Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: Pear VC
Remote/Work from Home position
Listed on 2026-08-15
Job specializations:
  • Healthcare
    Health Insurance, Healthcare / Medical Sales
Salary/Wage Range or Industry Benchmark: 41000 - 55000 USD Yearly USD 41000.00 55000.00 YEAR
Job Description & How to Apply Below
Position: Remote MassHealth Enrollment Specialist (MA-based)

Bridge

HealthAI is a startup building AI-powered enrollment tools to help Mass Health members maintain coverage. We’re seeking a Mass Health Enrollment Specialist to guide patients through applications and renewals, resolve eligibility issues, and partner with our product and operations teams to improve enrollment workflows.

You will own cases from start to finish, support mass health renewal campaigns, and help translate notices into understandable steps for patients, while exploring how AI can

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