Destava

MassHealth Enrollment Specialist & AI Operations

Pear VC is hiring for MassHealth Enrollment Specialist & AI Operations in Boston. Remote, Mid level, $50k–$70k a year stated. First seen November 7, 2026, posted 2 times; open as of November 9, 2026. Jobs taken straight from company career pages — no aggregator in between.

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Company
Pear VC
Where
Boston
Arrangement
Remote
Level
Mid
Pay stated
$50k–$70k a year
First seen
November 7, 2026
Postings
2
Listed via
Ashby

What the posting says

THE ROLE Our technology can identify a patient who is at risk of losing coverage, reach them, and figure out where they’re getting stuck. You’ll help take them the rest of the way. That might mean getting on the phone with a patient to complete their renewal, figuring out what a confusing MassHealth notice actually means, tracking down a missing document, calling MassHealth with them, or making sure an application actually made it across the finish line. But this isn’t just an enrollment processing role. You’ll also be the MassHealth expert inside our company. You’ll work directly with our…

Read more and apply on Pear VC's site

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