About Pear Suite

Pear Suite is an early-stage digital health company building software for community-based care. Our care navigation platform equips community health workers, doulas, care navigators, and the organizations that support them with tools to collect, visualize, and act on social determinants of health data. We help community-based organizations, health systems, and government-funded care programs deliver more coordinated, person-centered care.

Why Pear Suite?

We’re a mission-driven team committed to health equity and innovation in community-based care. You’ll thrive here if you’re eager to take initiative, value autonomy, and enjoy building structure where none exists. Join us to build scalable, human-centered technology that empowers frontline workers and improves lives across the U.S.

About Pear Suite

Pear Suite is an early-stage digital health company building software for community-based care. Our care navigation platform equips community health workers, doulas, care navigators, and the organizations that support them with tools to collect, visualize, and act on social determinants of health data. We help community-based organizations, health systems, and government-funded care programs deliver more coordinated, person-centered care.

The Opportunity

Community-based care is in the middle of a structural shift. Across Medicaid, managed care, and community health programs, more funding — and more accountability — is moving toward the teams closest to patients. Pear Suite is building the software layer that helps organizations operationalize that work.

We’re hiring an Account Executive to own full-cycle selling into the organizations leading this shift: CBOs, health systems, FQHCs, and county and government-funded community health programs. You’ll prospect, qualify, demo, and close your own book, working directly with the Head of Partnerships and shaping how Pear Suite shows up in market.

What You’ll Do

Build pipeline

• Prospect into a defined list of target accounts you help shape.
• Run personalized, multichannel outreach (email, phone, LinkedIn, events) grounded in account-level research.
• Convert outreach into qualified first meetings.

Run discovery

• Lead structured first calls that surface buyer pain, current workflows, and how decisions get made.
• Develop a clear point of view on fit, urgency, and value early in the cycle.
• Qualify with rigor so your time goes to deals with a real path to close.

Deliver demos and narrative

• Tailor product demonstrations to the specific buyer, workflow, and use case.
• Connect Pear Suite’s capabilities to the commercial and clinical outcomes each buyer cares about.
• Field objections, trade-offs, and technical questions with confidence.

Close and transition

• Own deals from the first meeting through a signed contract.
• Drive a clear next step at every stage of the deal.
• Keep HubSpot accurate and forecastable — stage movement, notes, and next steps.
• Hand off closed accounts cleanly to implementation and customer success.

Shape territory and market feedback

• Prioritize target accounts and sub-segments across your territory.
• Bring buyer signal, market feedback, and product gaps back to leadership and product.
• Represent Pear Suite at industry events aligned to priority accounts and active deals.

What You Bring

The Account Executives who do well at Pear Suite are comfortable building their own pipeline, run strong discovery, and adapt quickly as the product and market evolve. They bring a point of view to every buyer conversation and move deals forward with clarity and pace.

Required

• 3+ years of full-cycle sales experience in a quota-carrying role.
• A strong track record across prospecting, discovery, tailored demos, and close.
• Healthcare-adjacent sales experience in care delivery, community-based services, behavioral health, population health, payer/provider workflows, case management, or other regulated service environments.
• Success in an early-stage or startup environment — self-directed under ambiguity, and effective as product and messaging evolved.
• Clear, concise commercial communication that connects workflows, pain, urgency, and next steps.
• CRM discipline and follow-through. HubSpot, Salesforce, or equivalent.

Preferred — Buyer Exposure

Experience selling into any of the following is a strong positive:

• Health systems, provider groups, or FQHCs.
• County agencies, public health departments, or other government-funded community health programs.
• Tribal health organizations.
• Medicaid, managed care, community-based care, case management, care navigation, CHW or doula programs, or CBOs.

Preferred — Deal Motion

• Experience navigating formal procurement, consultant-led evaluations, RFP/RFI processes, or multi-stakeholder enterprise sales cycles.
• Experience selling workflow software, case management software, healthcare SaaS, or adjacent operational systems.
• Experience selling into mission-driven organizations.

Preferred — Execution and AI Fluency

• Strong AI fluency in day-to-day sales execution, including account research, outbound preparation, proposal development, and follow-up, paired with good judgment to validate facts and own the final work product.

How Success Is Measured

• Self-sourced pipeline generated against target, by quarter.
• Closed revenue against quota.
• Discovery and demo quality, measured through deal reviews and call recordings.
• Forecast accuracy and CRM hygiene.

How We’ll Evaluate You

Our interview process is designed to reflect the real work of the role. Expect practical, hands-on stages, including:

• A written account research and prioritization exercise.
• An outbound opener and sequence exercise.
• A mock discovery call and product demo against a defined persona.
• A written post-call follow-up email.

Compensation & Benefits

• Base salary: $77,000 – $87,000, based on experience and regional market factors.
• Ramp OTE:  $130,000 – $140,000.
• Steady-State OTE: 170,000 - 185,000
• Variable compensation: performance-based, tied to closed revenue outcomes
• Equity: participation in an early-stage company.
• Comprehensive health, dental, and vision insurance.
• Flexible PTO.
• Professional development allowance ($1,500 annually).
• Home office setup stipend.
• Travel: up to 30%, tied to priority meetings, conferences, and market development that advance pipeline and active deals. Expenses reimbursed.

Equal Opportunity

Pear Suite is an Equal Opportunity Employer. We celebrate diversity and encourage applicants from all backgrounds, cultures, races, religions, sexes, national origins, ages, disability statuses, sexual orientations, gender identities, veteran statuses, and other protected statuses.