Jobs at Pear VC

Work directly with MassHealth members by phone/video to complete renewals and applications, gather documents, resolve eligibility issues, and own cases end-to-end. Support renewal campaigns, interpret notices, escalate complex cases to partners, spot process failure patterns, and advise product and operations to improve automation, workflows, and outreach.

Manage end-to-end accounts receivable, invoicing, payment follow-up, account reconciliation, QuickBooks Online bookkeeping, expense support, financial reporting, and process improvement. Provide office, asset management, basic legal, and HR operations support while partnering with leadership and external providers. The role requires accurate, audit-ready financial records and may expand into a full-time finance and operations position.

As the Founding Product Manager at Freeflow, you will define AI-driven products for the insurance industry, focusing on claims auditing solutions, enhance efficiency and collaborate closely with teams and users to translate pain points into deliverables.

As a Founding Engineer, you'll develop disruptive observability products, optimize software stacks, engage with customers, and contribute to company culture.

Seeking a Subject Matter Expert to provide expertise and guidance in leveraging advanced technology for transformative change in high-tech projects.

The Founding CSM will lead post-sale experiences, manage customer onboarding, retention, and expansion while creating playbooks to enhance customer success at Endless Commerce.