Top Tech Jobs & Startup Jobs in Boston, MA

Conduct targeted talent sourcing for hard-to-fill roles by developing multi-channel strategies, researching and engaging passive candidates, crafting personalized outreach, and building qualified pipelines. Partner with recruiters to calibrate profiles and hand off candidates, support occasional end-to-end recruiting, maintain candidate experience, and ensure accurate ATS documentation. The role requires independent work in a fast-paced remote startup environment, with a three-month term and potential extension.

Generate qualified enterprise employer leads through cold calling, personalized email, social selling, and event campaigns. Partner with strategic partnership directors, account executives, and marketing to create messaging, secure meetings with employer buyers, track activity in Salesforce, report performance, and meet lead-generation targets. The role requires outbound sales development experience, persuasive communication, autonomy, and familiarity with health tech or employer benefits.

Own and accelerate the health plan partnership pipeline by developing deal strategies, sourcing and nurturing payer opportunities, creating executive presentations, leading cross-functional growth initiatives, developing pricing models, and supporting contracting. The role requires healthcare and health plan experience, strong analytical and communication skills, and the ability to convert strategic insights into commercial opportunities.

Conduct high-volume outbound and inbound calls to enroll patients in Pomelo Care services, educate them about clinical and social resources, answer questions, address concerns, and schedule follow-up care. Maintain accurate outreach records, meet enrollment KPIs, collaborate with healthcare providers and community organizations, and provide empathetic bilingual support in Spanish and English.

Supports daily accounting operations, including accounts payable, accounts receivable, general ledger, journal entries, reconciliations, monthly close, financial statements, intercompany allocations, and reporting. Maintains accounting systems and internal controls while helping improve processes and supporting ad hoc analyses. The role partners with accounting and cross-functional teams in a fast-paced, fully remote startup environment.

Own internal communications strategy across company-wide and clinical audiences. Lead All Hands, OKR updates, executive messaging, change communications, communication calendars, and rollout frameworks. Partner with clinical and operational leaders to ensure clear, accessible, well-sequenced updates. Draft key messages, provide editorial guidance, improve communication rhythms, and align internal and external messaging.

Own multi-entity, multi-state payroll operations for over 500 employees while leading the transition from a PEO to Rippling. Responsibilities include payroll processing, tax compliance, benefits deductions, HRIS administration, internal controls, reconciliations, audits, employee support, and process documentation. The role will build an internal payroll function and eventually hire and manage a payroll specialist.

Owns end-to-end enterprise sales for large and jumbo employers, from prospecting and buyer strategy through proposals, negotiations, and close. Builds relationships with C-suite and benefits leaders, partners with health plans and consultants, develops tailored value propositions, achieves sales targets, and drives revenue growth. The role is remote within the continental U.S. with travel for conferences and prospect or partner meetings.

Support Pomelo’s health plan partnership pipeline through CRM operations, opportunity research, customer meeting preparation, briefing materials, deal follow-up, market intelligence, and partnership presentations. The role collaborates with Partnerships and Marketing to develop pitches, conference materials, and case studies for payer audiences. Candidates should bring client-facing or analytical experience, healthcare knowledge or strong learning ability, structured problem-solving, organization, and excellent written and verbal communication skills.

Provide primary IT support for West Coast hours in a remote-first organization. Manage employee onboarding and offboarding, including account provisioning, device shipping, recovery, and lifecycle administration. Support Okta, Google Workspace, Slack, Apple hardware, and MDM tools while implementing security policies. Improve end-user experience, automate repetitive tasks, administer IT systems, and support a distributed workforce independently and collaboratively.